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Information on EC 3.5.99.13 - strictosidine synthase
for references in articles please use BRENDA:EC3.5.99.13
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EC Tree 3 Hydrolases
3.5 Acting on carbon-nitrogen bonds, other than peptide bonds
3.5.99 In other compounds
3.5.99.13 strictosidine synthase
IUBMB Comments
Catalyses a Pictet-Spengler reaction between the aldehyde group of secologanin and the amino group of tryptamine [4,5]. Involved in the biosynthesis of the monoterpenoid indole alkaloids.
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
showSynonyms
OjSTR, OsSTRL2, SSL, SSL4, SSL5, SSL6, SSL7, SSL8, SSL9, str, more
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
str
STR1
strictosidine synthase
strictosidine synthetase
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
3-alpha(S)-strictosidine + H2O = tryptamine + secologanin
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3-alpha(S)-strictosidine + H2O = tryptamine + secologanin
catalytic reaction mechanism
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
condensation
condensation of aldehyde function with amine function
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Pictete-Spengler reaction
condensation
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Pictet-Spengler condensation between tryptamine and secologanin
condensation
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Pictet-Spengler condensation between tryptamine and secologanin
condensation
Pictet-Spengler condensation between tryptamine and secologanin
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PATHWAY SOURCE
PATHWAYS
BRENDA
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SYSTEMATIC NAME
IUBMB Comments
3-alpha(S)-strictosidine tryptamine-hydrolase (secologanin-forming)
Catalyses a Pictet-Spengler reaction between the aldehyde group of secologanin and the amino group of tryptamine [4,5]. Involved in the biosynthesis of the monoterpenoid indole alkaloids.
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CAS REGISTRY NUMBER
COMMENTARY
69669-72-3
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(2R)-tryptophanol + H2O
?
-
Substrates: substrate for discovery of active mutants
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?
(2S)-tryptophanol + H2O
?
-
Substrates: substrate for discovery of active mutants
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?
(R)-1-(5-hydroxy-indol-3-yl)-2-aminopropane + secologanin
(1S,3R)-3-methyl-8-hydroxystrictosidine + H2O
-
Substrates: -
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?
(R)-1-(5-methyl-indol-3-yl)-2-aminopropane + secologanin
methyl (2S,4S)-4-[[(1S,3R)-3,6-dimethyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-3-ethenyl-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-2H-pyran-5-carboxylate + H2O
-
Substrates: -
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(R)-1-(6-methoxy-indol-3-yl)-2-aminopropane + secologanin
methyl (2S,4S)-3-ethenyl-2-(beta-D-glucopyranosyloxy)-4-[[(1S,3R)-7-methoxy-3-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-3,4-dihydro-2H-pyran-5-carboxylate + H2O
-
Substrates: -
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?
(S)-1-(5-methyl-indol-3-yl)-2-aminopropane + secologanin
methyl (2S,4S)-3-ethenyl-2-(beta-D-glucopyranosyloxy)-4-[[(1S,3S)-6-hydroxy-3-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-3,4-dihydro-2H-pyran-5-carboxylate + H2O
-
Substrates: -
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?
(S)-1-(5-methyl-indol-3-yl)-2-aminopropane + secologanin
methyl (2S,4S)-4-[[(1S,3S)-3,6-dimethyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-3-ethenyl-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-2H-pyran-5-carboxylate + H2O
-
Substrates: -
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?
(S)-1-(7-methyl-indol-3-yl)-2-aminopropane + secologanin
(1S,3R)-3,10-methylstrictosidine + H2O
-
Substrates: -
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?
(S)-1-(7-methyl-indol-3-yl)-2-aminopropane + secologanin
(1S,3S)-3,10-methylstrictosidine + H2O
-
Substrates: -
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?
(S)-1-(indol-3-yl)-2-aminopropane + secologanin
(1S,3R)-3-methylstrictosidine + H2O
-
Substrates: -
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?
(S)-1-(indol-3-yl)-2-aminopropane + secologanin
(1S,3S)-3-methylstrictosidine + H2O
-
Substrates: -
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?
2-(1-benzothien-3-yl)ethanamine + secologanin
(4S,5R,6S)-4-[(S)-1-(1,2,3,4-tetrahydro-benzo[4,5]thieno[2,3-c]pyridin-1-yl)methyl]-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-5-vinyl-5,6-dihydro-4H-pyran-3-carboxylic acid methyl ester + H2O
-
Substrates: -
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?
2-(4-fluoro-1H-indol-3-yl)ethanamine + secologanin
(4S,5R,6S)-4-((S)-5-fluoro-2,3,4,9-tetrahydro-1H-b-carbolin-1-ylmethyl)-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-5-vinyl-5,6-dihydro-4H-pyran-3-carboxylic acid methyl ester + H2O
-
Substrates: -
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?
2-(4-methyl-1H-indol-3-yl)ethanamine + secologanin
(4S,5R,6S)-4-((S)-5-methyl-2,3,4,9-tetrahydro-1H-b-carbolin-1-ylmethyl)-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-5-vinyl-5,6-dihydro-4H-pyran-3-carboxylic acid methyl ester + H2O
-
Substrates: -
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2-(5-fluoro-1H-indol-3-yl)ethanamine + secologanin
(4S,5R,6S)-4-((S)-6-fluoro-2,3,4,9-tetrahydro-1H-b-carbolin-1-ylmethyl)-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-5-vinyl-5,6-dihydro-4H-pyran-3-carboxylic acid methyl ester + H2O
-
Substrates: -
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?
2-(6-fluoro-1H-indol-3-yl)ethanamine + secologanin
(4S,5R,6S)-4-((S)-7-fluoro-2,3,4,9-tetrahydro-1H-b-carbolin-1-ylmethyl)-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-5-vinyl-5,6-dihydro-4H-pyran-3-carboxylic acid methyl ester + H2O
-
Substrates: -
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?
2-(7-fluoro-1H-indol-3-yl)ethanamine + secologanin
(4S,5R,6S)-4-((S)-8-fluoro-2,3,4,9-tetrahydro-1H-b-carbolin-1-ylmethyl)-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-5-vinyl-5,6-dihydro-4H-pyran-3-carboxylic acid methyl ester + H2O
-
Substrates: -
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?
2-(7-methyl-1H-indol-3-yl)ethanamine + secologanin
(4S,5R,6S)-4-((S)-8-methyl-2,3,4,9-tetrahydro-1H-b-carbolin-1-ylmethyl)-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-5-vinyl-5,6-dihydro-4H-pyran-3-carboxylic acid methyl ester + H2O
-
Substrates: -
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2-benzofuran-3-yl-ethylamine + secologanin
(4S,5R,6S)-4-[(S)-1-(1,2,3,4-tetrahydro-benzo[4,5]furo[2,3-c]pyridin-1-yl)methyl]-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-5-vinyl-5,6-dihydro-4H-pyran-3-carboxylic acid methyl ester + H2O
-
Substrates: -
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?
2-methyltryptamine + secologanin
? + H2O
Substrates: -
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?
3-(2-aminoethyl)-1H-indol-5-ol + secologanin
(4S,5R,6S)-4-((S)-6-hydroxy-2,3,4,9-tetrahydro-1H-b-carbolin-1-ylmethyl)-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-5-vinyl-5,6-dihydro-4H-pyran-3-carboxylic acid methyl ester + H2O
-
Substrates: -
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?
3-(2-aminoethyl)-benzothiophene + secologanin
? + H2O
Substrates: -
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?
3-[(tert-butoxycarbonyl)amino]propyl (2S,3R,4S)-3-ethenyl-2-(beta-D-glucopyranosyloxy)-4-(2-oxoethyl)-3,4-dihydro-2H-pyran-5-carboxylate + secologanin
? + H2O
Substrates: competitive to strictosidine
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?
4-fluorotryptamine + secologanin
4-fluoro-3-alpha(S)-strictosidine + H2O
Substrates: -
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?
4-methyltryptamine + secologanin
4-methyl-3-alpha(S)-strictosidine + H2O
Substrates: -
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?
4-methyltryptamine + secologanin
? + H2O
Substrates: poor substrate
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?
5,6-dihydroxytryptamine + secologanin
? + H2O
Substrates: -
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?
5-bromotryptamine + H2O
?
-
Substrates: substrate for discovery of active mutants
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?
5-chlorotryptamine + H2O
?
-
Substrates: substrate for discovery of active mutants
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?
5-fluorotryptamine + secologanin
?
-
Substrates: 6% of the activity with trypamine
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?
5-hydroxytryptamine + secologanin
?
-
Substrates: 4% of the activity with trypamine
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?
5-hydroxytryptamine + secologanin
? + H2O
Substrates: poor substrate
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?
5-methoxytryptamine + secologanin
10-methoxystrictosidine
Cinchona robusta
-
Substrates: 10% of activity
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?
5-methoxytryptamine + secologanin
? + H2O
Substrates: poor substrate
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?
5-methyltryptamine + H2O
?
-
Substrates: substrate for discovery of active mutants
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?
6-hydroxytryptamine + secologanin
?
-
Substrates: 9% of the activity with trypamine
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?
6-methoxyltryptamine + secologanin
6-methoxy-3-alpha(S)-strictosidine + H2O
Substrates: -
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?
6-methoxytryptamine + secologanin
? + H2O
Substrates: poor substrate
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?
7-azatryptamine + secologanin
3-alpha(S)-12-azastrictosidine
Substrates: assay at pH 7.0, 28°C, reaction stopped by adding methanol
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?
7-fluorotryptamine + secologanin
7-fluoro-3-alpha(S)-strictosidine + H2O
Substrates: -
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?
7-fluorotryptamine + secologanin
?
-
Substrates: 8% of the activity with trypamine
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?
7-methyltryptamine + secologanin
?
-
Substrates: 15% of the activity with trypamine
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?
7-methyltryptamine + secologanin
? + H2O
Substrates: poor substrate
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?
but-3-yn-1-yl (2S,3R,4S)-3-ethenyl-2-(beta-D-glucopyranosyloxy)-4-(2-oxoethyl)-3,4-dihydro-2H-pyran-5-carboxylate + secologanin
? + H2O
Substrates: competitive to strictosidine
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?
D-tryptophan + H2O
?
-
Substrates: substrate for discovery of active mutants
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?
D-tryptophan methyl ester + H2O
?
-
Substrates: substrate for discovery of active mutants
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?
L-tryptophan + H2O
?
-
Substrates: substrate for discovery of active mutants
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?
methyl (2R,4S)-2-(2-methylpropoxy)-4-(2-oxoethyl)-3,4-dihydro-2H-pyran-5-carboxylate + tryptamine
methyl (2R,4S)-2-(2-methylpropoxy)-4-[(1S)-2,3,4,9-tetrahydro-1H-beta-carbolin-1-ylmethyl]-3,4-dihydro-2H-pyran-5-carboxylate + H2O
Substrates: cis- and trans-isomers are equally well accepted as substrates
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?
methyl (2R,4S)-2-(cyclohexyloxy)-4-(2-oxoethyl)-3,4-dihydro-2H-pyran-5-carboxylate + tryptamine
methyl (2R,4S)-2-(cyclohexyloxy)-4-[(1S)-2,3,4,9-tetrahydro-1H-beta-carbolin-1-ylmethyl]-3,4-dihydro-2H-pyran-5-carboxylate + H2O
Substrates: significant preference for the trans-isomer
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?
methyl (2R,4S)-2-ethoxy-4-(2-oxoethyl)-3,4-dihydro-2H-pyran-5-carboxylate + tryptamine
methyl (2R,4S)-2-ethoxy-4-[(1S)-2,3,4,9-tetrahydro-1H-beta-carbolin-1-ylmethyl]-3,4-dihydro-2H-pyran-5-carboxylate + H2O
Substrates: cis- and trans-isomers are equally well accepted as substrates
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?
methyl (2R,4S)-2-tert-butoxy-4-(2-oxoethyl)-3,4-dihydro-2H-pyran-5-carboxylate + tryptamine
methyl (2R,4S)-2-tert-butoxy-4-[(1S)-2,3,4,9-tetrahydro-1H-beta-carbolin-1-ylmethyl]-3,4-dihydro-2H-pyran-5-carboxylate + H2O
Substrates: cis- and trans-isomers are equally well accepted as substrates
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?
methyl (2S,4S)-2-(2-methylpropoxy)-4-(2-oxoethyl)-3,4-dihydro-2H-pyran-5-carboxylate + tryptamine
methyl (2S,4S)-2-(2-methylpropoxy)-4-[(1S)-2,3,4,9-tetrahydro-1H-beta-carbolin-1-ylmethyl]-3,4-dihydro-2H-pyran-5-carboxylate + H2O
Substrates: cis- and trans-isomers are equally well accepted as substrates
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?
methyl (2S,4S)-2-ethoxy-4-(2-oxoethyl)-3,4-dihydro-2H-pyran-5-carboxylate + tryptamine
methyl (2S,4S)-2-ethoxy-4-[(1S)-2,3,4,9-tetrahydro-1H-beta-carbolin-1-ylmethyl]-3,4-dihydro-2H-pyran-5-carboxylate + H2O
Substrates: cis- and trans-isomers are equally well accepted as substrates
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?
methyl (2S,4S)-2-tert-butoxy-4-(2-oxoethyl)-3,4-dihydro-2H-pyran-5-carboxylate + tryptamine
methyl (2S,4S)-2-tert-butoxy-4-[(1S)-2,3,4,9-tetrahydro-1H-beta-carbolin-1-ylmethyl]-3,4-dihydro-2H-pyran-5-carboxylate + H2O
Substrates: cis- and trans-isomers are equally well accepted as substrates
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?
N-omega-methyltryptamine + secologanin
dolichantoside + H2O
-
Substrates: -
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?
prop-2-yn-1-yl (2S,3R,4S)-3-ethenyl-2-(beta-D-glucopyranosyloxy)-4-(2-oxoethyl)-3,4-dihydro-2H-pyran-5-carboxylate + secologanin
? + H2O
Substrates: competitive to strictosidine
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?
secologanin + 1H-indole-4-ethanamine
(S)-1H-azepino-[3,4,5]indolyl-strictosidine + H2O
Substrates: -
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?
secologanin + tryptamine
3-alpha(S)-strictosidine + H2O
Substrates: -
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?
tryptamine + (oxan-4-yl)acetaldehyde
?
Substrates: -
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?
tryptamine + 1-(1H-indol-3-yl)-2-methylpropan-2-amine
?
Substrates: -
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?
tryptamine + 2'-O-methylsecologanin
? + H2O
Substrates: -
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?
tryptamine + 2-(1-benzofuran-3-yl)ethan-1-amine
?
Substrates: -
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?
tryptamine + 2-(1-benzothiophen-3-yl)ethan-1-amine
?
Substrates: -
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?
tryptamine + 2-(1-methyl-1H-indol-3-yl)ethan-1-amine
?
Substrates: -
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tryptamine + 2-(3,4-dimethoxyphenyl)ethan-1-amine
?
Substrates: -
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tryptamine + 2-(4-methyl-1H-indol-3-yl)ethan-1-amine
?
Substrates: -
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?
tryptamine + 2-(6-fluoro-1H-indol-3-yl)ethan-1-amine
?
Substrates: -
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?
tryptamine + 3'-O-methylsecologanin
? + H2O
Substrates: -
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?
tryptamine + 3,4,5-trimethoxyaniline
?
Substrates: -
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?
tryptamine + 3-(2-aminoethyl)-1H-indole-5,7-diol
?
Substrates: -
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?
tryptamine + 3-methylbutanal
(1R)-1-(2-methylpropyl)-2,3,4,9-tetrahydro-1H-b-carboline + H2O
-
Substrates: -
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?
tryptamine + 3-[(tert-butoxycarbonyl)amino]propyl 3-ethenyl-2-(beta-D-glucopyranosyloxy)-4-(2-oxoethyl)-3,4-dihydro-2H-pyran-5-carboxylate
?
Substrates: -
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?
tryptamine + 4-[(aminooxy)sulfinyl]aniline
?
Substrates: -
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?
tryptamine + acetaldehyde
(1R)-1-methyl-2,3,4,9-tetrahydro-1H-b-carboline + H2O
-
Substrates: -
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?
tryptamine + butanal
(1R)-1-propyl-2,3,4,9-tetrahydro-1H-b-carboline + H2O
-
Substrates: -
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?
tryptamine + ethyl 3-ethenyl-2-(?-D-glucopyranosyloxy)-4-(2-oxoethyl)-3,4-dihydro-2H-pyran-5-carboxylate
?
Substrates: -
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tryptamine + hexanal
(1R)-1-pentyl-2,3,4,9-tetrahydro-1H-b-carboline + H2O
-
Substrates: -
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tryptamine + isoveraldehyde
(1R)-1-(2-methylpropyl)-2,3,4,9-tetrahydro-1H-b-carboline + formaldehyde
tryptamine + methyl 4-oxobutanoate
methyl 4-[(1R)-2,3,4,9-tetrahydro-1H-b-carbolin-1-yl]butanoate + formaldehyde
tryptamine + pent-4-yn-1-yl 3-ethenyl-2-(beta-D-glucopyranosyloxy)-4-(2-oxoethyl)-3,4-dihydro-2H-pyran-5-carboxylate
?
Substrates: -
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?
tryptamine + prop-2-en-1-yl 3-ethenyl-2-(beta-D-glucopyranosyloxy)-4-(2-oxoethyl)-3,4-dihydro-2H-pyran-5-carboxylate
?
Substrates: -
Products: -
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?
tryptamine + prop-2-yn-1-yl 3-ethenyl-2-(beta-D-glucopyranosyloxy)-4-(2-oxoethyl)-3,4-dihydro-2H-pyran-5-carboxylate
?
Substrates: -
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?
tryptamine + secologanic acid allyl ester
? + H2O
Substrates: -
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tryptamine + secologanic acid pentynyl ester
? + H2O
Substrates: -
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tryptamine + secologanic acid propynyl ester
? + H2O
Substrates: -
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tryptamine + secologanin
? + H2O
Substrates: poor substrate
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tryptamine2-(6-fluoro-1H-indol-3-yl)ethan-1-amine
?
Substrates: -
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3-alpha(S)-strictosidine + H2O
tryptamine + secologanin
-
Substrates: -
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3-alpha(S)-strictosidine + H2O
tryptamine + secologanin
-
Substrates: -
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r
3-alpha(S)-strictosidine + H2O
tryptamine + secologanin
-
Substrates: -
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?
3-alpha(S)-strictosidine + H2O
tryptamine + secologanin
Substrates: -
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?
3-alpha(S)-strictosidine + H2O
tryptamine + secologanin
Substrates: -
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r
3-alpha(S)-strictosidine + H2O
tryptamine + secologanin
Substrates: -
Products: -
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?
5-fluorotryptamine + secologanin
5-fluoro-3-alpha(S)-strictosidine + H2O
Substrates: -
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5-fluorotryptamine + secologanin
5-fluoro-3-alpha(S)-strictosidine + H2O
Substrates: -
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6-fluorotryptamine + secologanin
6-fluoro-3-alpha(S)-strictosidine + H2O
Substrates: -
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?
6-fluorotryptamine + secologanin
6-fluoro-3-alpha(S)-strictosidine + H2O
Substrates: -
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?
6-methyltryptamine + secologanin
6-methyl-3-alpha(S)-strictosidine + H2O
Substrates: -
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6-methyltryptamine + secologanin
6-methyl-3-alpha(S)-strictosidine + H2O
Substrates: -
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?
7-methyltryptamine + secologanin
7-methyl-3-alpha(S)-strictosidine + H2O
Substrates: -
Products: -
Products: -
?
7-methyltryptamine + secologanin
7-methyl-3-alpha(S)-strictosidine + H2O
Substrates: -
Products: -
Products: -
?
serotonin + secologanin
5-hydroxy-3-alpha(S)-strictosidine + H2O
Substrates: -
Products: -
Products: -
?
serotonin + secologanin
5-hydroxy-3-alpha(S)-strictosidine + H2O
Substrates: -
Products: -
Products: -
?
tryptamine + 2-(1H-pyrrol-3-yl)ethan-1-amine
?
Substrates: -
Products: -
Products: -
?
tryptamine + 2-(1H-pyrrol-3-yl)ethan-1-amine
?
Substrates: -
Products: -
Products: -
?
tryptamine + 2-(4-fluoro-1-benzofuran-3-yl)ethan-1-amine
?
Substrates: -
Products: -
Products: -
?
tryptamine + 2-(4-fluoro-1-benzofuran-3-yl)ethan-1-amine
?
Substrates: -
Products: -
Products: -
?
tryptamine + 2-(5-fluoro-1H-indol-3-yl)ethan-1-amine
?
Substrates: -
Products: -
Products: -
?
tryptamine + 2-(5-fluoro-1H-indol-3-yl)ethan-1-amine
?
Substrates: -
Products: -
Products: -
?
tryptamine + 2-(6-methyl-1H-indol-3-yl)ethan-1-amine
?
Substrates: -
Products: -
Products: -
?
tryptamine + 2-(6-methyl-1H-indol-3-yl)ethan-1-amine
?
-
Substrates: -
Products: -
Products: -
?
tryptamine + 2-(6-methyl-1H-indol-3-yl)ethan-1-amine
?
Substrates: -
Products: -
Products: -
?
tryptamine + 3-(2-aminoethyl)-1H-indol-5-ol
?
Substrates: -
Products: -
Products: -
?
tryptamine + 3-(2-aminoethyl)-1H-indol-5-ol
?
Substrates: -
Products: -
Products: -
?
tryptamine + acetaldehyde
(1R)-1-ethyl-2,3,4,9-tetrahydro-1H-b-carboline + formaldehyde
Substrates: -
Products: -
Products: -
?
tryptamine + acetaldehyde
(1R)-1-ethyl-2,3,4,9-tetrahydro-1H-b-carboline + formaldehyde
-
Substrates: 14% conversion
Products: -
Products: -
?
tryptamine + acetaldehyde
(1R)-1-ethyl-2,3,4,9-tetrahydro-1H-b-carboline + formaldehyde
-
Substrates: 19% conversion
Products: -
Products: -
?
tryptamine + acetaldehyde
(1R)-1-ethyl-2,3,4,9-tetrahydro-1H-b-carboline + formaldehyde
Substrates: -
Products: -
Products: -
?
tryptamine + acetaldehyde
(1R)-1-ethyl-2,3,4,9-tetrahydro-1H-b-carboline + formaldehyde
Substrates: 38% conversion
Products: -
Products: -
?
tryptamine + hexanal
(1R)-1-hexyl-2,3,4,9-tetrahydro-1H-b-carboline + formaldehyde
Substrates: -
Products: -
Products: -
?
tryptamine + hexanal
(1R)-1-hexyl-2,3,4,9-tetrahydro-1H-b-carboline + formaldehyde
-
Substrates: 4% conversion
Products: -
Products: -
?
tryptamine + hexanal
(1R)-1-hexyl-2,3,4,9-tetrahydro-1H-b-carboline + formaldehyde
-
Substrates: 8% conversion
Products: -
Products: -
?
tryptamine + hexanal
(1R)-1-hexyl-2,3,4,9-tetrahydro-1H-b-carboline + formaldehyde
Substrates: -
Products: -
Products: -
?
tryptamine + hexanal
(1R)-1-hexyl-2,3,4,9-tetrahydro-1H-b-carboline + formaldehyde
Substrates: 7% conversion
Products: -
Products: -
?
tryptamine + isoveraldehyde
(1R)-1-(2-methylpropyl)-2,3,4,9-tetrahydro-1H-b-carboline + formaldehyde
Substrates: -
Products: -
Products: -
?
tryptamine + isoveraldehyde
(1R)-1-(2-methylpropyl)-2,3,4,9-tetrahydro-1H-b-carboline + formaldehyde
-
Substrates: 12% conversion
Products: -
Products: -
?
tryptamine + isoveraldehyde
(1R)-1-(2-methylpropyl)-2,3,4,9-tetrahydro-1H-b-carboline + formaldehyde
-
Substrates: 63% conversion
Products: -
Products: -
?
tryptamine + isoveraldehyde
(1R)-1-(2-methylpropyl)-2,3,4,9-tetrahydro-1H-b-carboline + formaldehyde
Substrates: -
Products: -
Products: -
?
tryptamine + isoveraldehyde
(1R)-1-(2-methylpropyl)-2,3,4,9-tetrahydro-1H-b-carboline + formaldehyde
Substrates: 77% conversion
Products: -
Products: -
?
tryptamine + methyl 4-oxobutanoate
methyl 4-[(1R)-2,3,4,9-tetrahydro-1H-b-carbolin-1-yl]butanoate + formaldehyde
-
Substrates: 11% conversion
Products: -
Products: -
?
tryptamine + methyl 4-oxobutanoate
methyl 4-[(1R)-2,3,4,9-tetrahydro-1H-b-carbolin-1-yl]butanoate + formaldehyde
-
Substrates: 71% conversion
Products: -
Products: -
?
tryptamine + methyl 4-oxobutanoate
methyl 4-[(1R)-2,3,4,9-tetrahydro-1H-b-carbolin-1-yl]butanoate + formaldehyde
Substrates: -
Products: -
Products: -
?
tryptamine + methyl 4-oxobutanoate
methyl 4-[(1R)-2,3,4,9-tetrahydro-1H-b-carbolin-1-yl]butanoate + formaldehyde
Substrates: 95% conversion
Products: -
Products: -
?
tryptamine + n-butanal
(1R)-1-propyl-2,3,4,9-tetrahydro-1H-b-carboline + formaldehyde
Substrates: -
Products: -
Products: -
?
tryptamine + n-butanal
(1R)-1-propyl-2,3,4,9-tetrahydro-1H-b-carboline + formaldehyde
-
Substrates: 7% conversion
Products: -
Products: -
?
tryptamine + n-butanal
(1R)-1-propyl-2,3,4,9-tetrahydro-1H-b-carboline + formaldehyde
-
Substrates: 22% conversion
Products: -
Products: -
?
tryptamine + n-butanal
(1R)-1-propyl-2,3,4,9-tetrahydro-1H-b-carboline + formaldehyde
Substrates: -
Products: -
Products: -
?
tryptamine + n-butanal
(1R)-1-propyl-2,3,4,9-tetrahydro-1H-b-carboline + formaldehyde
Substrates: 42% conversion
Products: -
Products: -
?
tryptamine + propanal
(1R)-1-ethyl-2,3,4,9-tetrahydro-1H-b-carboline + H2O
-
Substrates: 13% conversion
Products: -
Products: -
?
tryptamine + propanal
(1R)-1-ethyl-2,3,4,9-tetrahydro-1H-b-carboline + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Amsonia salicifolia
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Amsonia salicifolia
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Catharanthus pusillus
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Catharanthus pusillus
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: highly specific
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: the strictosidine synthase plays a central role in the biosynthesis of all structural types of monoterpenoid indole alkaloids, overview
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: the enzyme catalyses the biological Pictete-Spengler reaction of tryptamine and secologanin
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: higher activity in dark grown than in light grown cultures
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Cinchona robusta
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Cinchona robusta
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Ervatamia divaricatum
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Ervatamia divaricatum
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
r
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: the strictosidine synthase plays a central role in the biosynthesis of all structural types of monoterpenoid indole alkaloids, overview
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: the enzyme catalyses the biological Pictete-Spengler reaction of tryptamine and secologanin. Tryptamine is located at the bottom of the substrate binding pocket, where its primary amine group is connected with residue Glu309 by a hydrogen bond. The main amino acid residues involved in forming the active centre are Tyr105, Trp149, Val167, Met180, Val208, Phe226, Ser269, Met276, His277, His307, Phe308, Glu309, Leu323, and Phe324
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: assay at pH 7.0, 28°C, reaction stopped by adding methanol
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: the enzyme is as amine lyases and catalyzes a PictetSpengler-type condensation between tryptamine and the aldehyde secologanin which leads to the formation of (S)-strictosidine
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: -
Products: -
Products: -
r
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: the strictosidine synthase catalyzes the condensation of tryptamine and secologanin to form strictosidine, which is the universal precursor for a wide range of pharmaceutical terpenoid indole alkaloids, TIA, e.g. in biosynthesis of reserpine and ajmalicine from the Chinese native TIAs-producing plant, overview
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: the unique essential and conserved catalytic residue is Glu309
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Stemmadenia tomentosa var. palmeri
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Stemmadenia tomentosa var. palmeri
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: -
Products: -
Products: -
?
additional information
?
-
-
Substrates: 5-methoxytryptamine is not utilized
Products: -
Products: -
?
additional information
?
-
Substrates: substrate specificity, e.g. with tryptamine derivatives, overview. No activity with 2-pyrrole-3-ethylamine, phenylethylamine, tyramine, homoveratrylamine, N-acetyl-5-hydroxytryptamine, N-methyltryptamine, 3-methylamine indole, 3-propylamine indole, 2-methyltryptamine, 2-ethyltryptamine, 5,6-dihydroxytryptamine, 5,7-dimethoxytryptamine, histamine, dopamine, 5-methyltryptamine, 6-methyltryptamine, and 5-methoxytryptamine, overview
Products: -
Products: -
?
additional information
?
-
-
Substrates: tryptophan, phenylethylamine, tyramine and pyrrole cannot subsitute for tryptamine, overview on substituted tryptamines
Products: -
Products: -
?
additional information
?
-
Substrates: substrate specificity, e.g. with tryptamine derivatives, overview. No activity with N-acetyl-5-hydroxytryptamine, N-methyltryptamine, N-omega-methyltryptamine, 2-methyl,5-hydroxytryptamine, 3-methylamine indole, 3-propylamine indole, 2-methyltryptamine, 2-ethyltryptamine, 5,7-dimethoxytryptamine, phenylalanine, histamine, dopamine, 5-methyltryptamine, 5-methoxytryptamine, 4,5-dimethyltryptamine, and 4-methyl-5-methoxytryptamine, and with secologanic acid, tarennoside, 18-n-butylsecologanin, and 18-tert-butylsecologanin, overview. Dihydrosecologanin and secologanin acid ethyl ester are poor substrates
Products: -
Products: -
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
3-alpha(S)-strictosidine + H2O
tryptamine + secologanin
-
Substrates: -
Products: -
Products: -
?
3-alpha(S)-strictosidine + H2O
tryptamine + secologanin
-
Substrates: -
Products: -
Products: -
r
3-alpha(S)-strictosidine + H2O
tryptamine + secologanin
-
Substrates: -
Products: -
Products: -
?
3-alpha(S)-strictosidine + H2O
tryptamine + secologanin
Substrates: -
Products: -
Products: -
?
3-alpha(S)-strictosidine + H2O
tryptamine + secologanin
Substrates: -
Products: -
Products: -
r
3-alpha(S)-strictosidine + H2O
tryptamine + secologanin
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Amsonia salicifolia
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Catharanthus pusillus
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: the strictosidine synthase plays a central role in the biosynthesis of all structural types of monoterpenoid indole alkaloids, overview
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: higher activity in dark grown than in light grown cultures
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Cinchona robusta
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Ervatamia divaricatum
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
r
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: the strictosidine synthase plays a central role in the biosynthesis of all structural types of monoterpenoid indole alkaloids, overview
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: the enzyme is as amine lyases and catalyzes a PictetSpengler-type condensation between tryptamine and the aldehyde secologanin which leads to the formation of (S)-strictosidine
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: -
Products: -
Products: -
r
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Substrates: the strictosidine synthase catalyzes the condensation of tryptamine and secologanin to form strictosidine, which is the universal precursor for a wide range of pharmaceutical terpenoid indole alkaloids, TIA, e.g. in biosynthesis of reserpine and ajmalicine from the Chinese native TIAs-producing plant, overview
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
Stemmadenia tomentosa var. palmeri
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: -
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
tryptamine + secologanin
3-alpha(S)-strictosidine + H2O
-
Substrates: involved in synthesis of monoterpenoid indole alkaloides
Products: -
Products: -
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
2,4-dinitrofluorobenzene
5 mM, no inactivation after 30 min and 15% inactivation after 120 min in Tris-HCl, pH 8.0
3-[(tert-butoxycarbonyl)amino]propyl (3R,4S)-3-ethenyl-2-(beta-D-glucopyranosyloxy)-4-(2-oxoethyl)-3,4-dihydro-2H-pyran-5-carboxylate
-
-
4-(2-aminoethyl)-benzenesulfonyl fluoride
4 mM, 4% inactivation after 30 min and 12% inactivation after 120 min in 100 mM potassium phosphate buffer, pH 7.0
diethylpyrocarbonate
1 mM, 49% inactivation after 30 min and 63% inactivation after 120 min in 100 mM potassium phosphate, pH 6.0
N,N'-dicyclohexylcarbodiimide
0.05 mM, complete inactivation after 30 min in MES, pH 6.0
N-Acetylimidazole
10 mM, 5% inactivation after 30 min and 12% inactivation after 120 min in Tris-HCl, pH 8.0
N-ethyl-5-phenylisoxazolium-3'-sulfonate
1 mM leads to 48% inactivation after 30 min and 53% inactivation after 120 min in MES, pH 6.0, 5 mM leads to 80% inactivation after 30 min and 100% inactivation after 120 min in MES, pH 6.0
p-chlormercuribenzoate
1 mM, 34% inactivation after 30 min and 35% inactivation after 120 min in 100 mM potassium phosphate, pH 6.0
additional information
no inactivation by phenylmethanesulfonyl fluoride, L-chloro-3-(4-tosyl-amido)-4-phenyl-2-butanone and L-chloro-3-(4-tosyl-amido)-7-amino-2-heptanone after 30 and 120 min in 100 mM potassium phosphate buffer, pH 7.0
-
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
additional information
-
the gene SSL4 is constitutively expressed and not significantly induced by any treatment, e.g. with plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, or by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus
-
additional information
the gene SSL4 is constitutively expressed and not significantly induced by any treatment, e.g. with plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, or by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus
-
additional information
the gene SSL4 is constitutively expressed and not significantly induced by any treatment, e.g. with plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, or by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus
-
additional information
the gene SSL4 is constitutively expressed and not significantly induced by any treatment, e.g. with plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, or by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus
-
additional information
the gene SSL4 is constitutively expressed and not significantly induced by any treatment, e.g. with plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, or by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus
-
additional information
-
gene SSL5 is induced to various degrees by plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus, overview
-
additional information
gene SSL5 is induced to various degrees by plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus, overview
-
additional information
gene SSL5 is induced to various degrees by plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus, overview
-
additional information
gene SSL5 is induced to various degrees by plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus, overview
-
additional information
gene SSL5 is induced to various degrees by plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus, overview
-
additional information
-
gene SSL6 is induced to various degrees by plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus, overview
-
additional information
gene SSL6 is induced to various degrees by plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus, overview
-
additional information
gene SSL6 is induced to various degrees by plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus, overview
-
additional information
gene SSL6 is induced to various degrees by plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus, overview
-
additional information
gene SSL6 is induced to various degrees by plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus, overview
-
additional information
-
the AtSSL4 gene is constitutively expressed and not significantly induced by any treatment, while the other three AtSSL genes are induced to various degrees by plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus
-
additional information
the AtSSL4 gene is constitutively expressed and not significantly induced by any treatment, while the other three AtSSL genes are induced to various degrees by plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus
-
additional information
the AtSSL4 gene is constitutively expressed and not significantly induced by any treatment, while the other three AtSSL genes are induced to various degrees by plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus
-
additional information
the AtSSL4 gene is constitutively expressed and not significantly induced by any treatment, while the other three AtSSL genes are induced to various degrees by plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus
-
additional information
the AtSSL4 gene is constitutively expressed and not significantly induced by any treatment, while the other three AtSSL genes are induced to various degrees by plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus
-
additional information
-
the AtSSL4 gene is constitutively expressed and not significantly induced by any treatment, e.g. no induction by salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus
-
additional information
the AtSSL4 gene is constitutively expressed and not significantly induced by any treatment, e.g. no induction by salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus
-
additional information
the AtSSL4 gene is constitutively expressed and not significantly induced by any treatment, e.g. no induction by salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus
-
additional information
the AtSSL4 gene is constitutively expressed and not significantly induced by any treatment, e.g. no induction by salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus
-
additional information
the AtSSL4 gene is constitutively expressed and not significantly induced by any treatment, e.g. no induction by salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus
-
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.042
2-(4-fluoro-1H-indol-3-yl)ethanamine
-
HPLC, neutral pH, micromolar to low millimolar substrate concentrations
0.08
2-(4-methyl-1H-indol-3-yl)ethanamine
-
HPLC, neutral pH, micromolar to low millimolar substrate concentrations
0.0071
2-(5-fluoro-1H-indol-3-yl)ethanamine
-
HPLC, neutral pH, micromolar to low millimolar substrate concentrations
0.0089
2-(6-fluoro-1H-indol-3-yl)ethanamine
-
HPLC, neutral pH, micromolar to low millimolar substrate concentrations
0.013
2-(7-fluoro-1H-indol-3-yl)ethanamine
-
HPLC, neutral pH, micromolar to low millimolar substrate concentrations
0.198
2-(7-methyl-1H-indol-3-yl)ethanamine
-
HPLC, neutral pH, micromolar to low millimolar substrate concentrations
0.0077
2-benzofuran-3-yl-ethylamine
-
HPLC, neutral pH, micromolar to low millimolar substrate concentrations
1.2
3-(2-aminoethyl)-1H-indol-5-ol
-
HPLC, neutral pH, micromolar to low millimolar substrate concentrations
0.0074
tryptamine
-
HPLC, neutral pH, micromolar to low millimolar substrate concentrations
0.9
tryptamine
-
isoform I, pH and temperature not specified in the publication
1.9
tryptamine
-
isoform III, pH and temperature not specified in the publication
2.2
tryptamine
-
isoform IV, pH and temperature not specified in the publication
6.6
tryptamine
-
isoform II, pH and temperature not specified in the publication
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.058
2-(4-fluoro-1H-indol-3-yl)ethanamine
-
HPLC, neutral pH, micromolar to low millimolar substrate concentrations
0.0031
2-(4-methyl-1H-indol-3-yl)ethanamine
-
HPLC, neutral pH, micromolar to low millimolar substrate concentrations
0.0072
2-(5-fluoro-1H-indol-3-yl)ethanamine
-
HPLC, neutral pH, micromolar to low millimolar substrate concentrations
0.0093
2-(6-fluoro-1H-indol-3-yl)ethanamine
-
HPLC, neutral pH, micromolar to low millimolar substrate concentrations
0.0018
2-(7-fluoro-1H-indol-3-yl)ethanamine
-
HPLC, neutral pH, micromolar to low millimolar substrate concentrations
0.0048
2-(7-methyl-1H-indol-3-yl)ethanamine
-
HPLC, neutral pH, micromolar to low millimolar substrate concentrations
0.0038
2-benzofuran-3-yl-ethylamine
-
HPLC, neutral pH, micromolar to low millimolar substrate concentrations
0.0016
3-(2-aminoethyl)-1H-indol-5-ol
-
HPLC, neutral pH, micromolar to low millimolar substrate concentrations
0.015
tryptamine
-
HPLC, neutral pH, micromolar to low millimolar substrate concentrations
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Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
1.6
(1S)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-1-carbaldehyde
Ophiorrhiza pumila
-
at pH 7.0 and 35°C
0.000003
3-[(tert-butoxycarbonyl)amino]propyl (3R,4S)-3-ethenyl-2-(beta-D-glucopyranosyloxy)-4-(2-oxoethyl)-3,4-dihydro-2H-pyran-5-carboxylate
Catharanthus roseus
-
-
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
activities between 14.29 nKat/l and 67.15 nKat/l, depending on expression system, increased activity in presence of chaperone pG-Tf2
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
6.8
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
30
45
50
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pI VALUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
4.5
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
transformed with Agrobacterium tumefaciens to enable growth in the absence of exogenous plant growth regulators
-
-
brenda
gene SSL4, At3g51420; ecotype Columbia-0, gene SSL4
UniProt
brenda
gene SSL5 or YSL2, At3g51430; ecotype Columbia-0, gene SSL5
UniProt
brenda
gene SSL6, At3g51440; ecotype Columbia-0, gene SSL6
UniProt
brenda
gene SSL7, At3g51450; ecotype Columbia-0, gene SSL7
UniProt
brenda
-
648714, 648715, 648716, 648718, 648720, 648721, 648723, 648725, 648726, 648728, 648729, 679162, 679175, 680382
-
-
brenda
transformed with Agrobacterium tumefaciens to enable growth in the absence of exogenous plant growth regulators
UniProt
brenda
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
-
of aerial organs. Coexpression of strictosidine synthase and strictosidine beta-D-glucosidase in the epidermal first barrier
brenda
additional information
-
-
brenda
additional information
-
the gene SSL4 is constitutively expressed and not significantly induced by any treatment, e.g. with plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, or by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus
brenda
additional information
the gene SSL4 is constitutively expressed and not significantly induced by any treatment, e.g. with plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, or by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus
brenda
additional information
the gene SSL4 is constitutively expressed and not significantly induced by any treatment, e.g. with plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, or by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus
brenda
additional information
the gene SSL4 is constitutively expressed and not significantly induced by any treatment, e.g. with plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, or by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus
brenda
additional information
the gene SSL4 is constitutively expressed and not significantly induced by any treatment, e.g. with plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, or by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus
brenda
additional information
-
gene SSL5 is induced to various degrees by plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus, overview
brenda
additional information
gene SSL5 is induced to various degrees by plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus, overview
brenda
additional information
gene SSL5 is induced to various degrees by plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus, overview
brenda
additional information
gene SSL5 is induced to various degrees by plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus, overview
brenda
additional information
gene SSL5 is induced to various degrees by plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus, overview
brenda
additional information
-
gene SSL6 is induced to various degrees by plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus, overview
brenda
additional information
gene SSL6 is induced to various degrees by plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus, overview
brenda
additional information
gene SSL6 is induced to various degrees by plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus, overview
brenda
additional information
gene SSL6 is induced to various degrees by plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus, overview
brenda
additional information
gene SSL6 is induced to various degrees by plant defence signalling compounds, such as salicylic acid, methyl jasmonate and ethylene, as well as by wounding and exposure to the plant pathogens Alternaria brassicicola and cucumber mosaic virus, overview
brenda
additional information
-
no expression in laticifer-idioblast CrD4H-expressing cells
brenda
additional information
tissue expression pattern analysis, overview
brenda
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
Highest Expressing Human Cell Lines
Cell Line LinksPlease wait a moment until the data is sorted. This message will disappear when the data is sorted.
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
evolution
-
strictosidine synthases belong to the beta-propeller fold family characterized by an all-beta architecture with four to eight blades, each consisting of four antiparallel beta-sheets, arranged around a pseudo symmetry axis
metabolism
physiological function
additional information
metabolism
-
the enzyme is involved in biosynthesis of 3-alpha(S)-strictosidine, a glycosylated indole alkaloid and central precursor of the entire monoterpenoid indole alkaloid biosynthesis, from tryptamine and secologanin and of dolichantoside from N-omega-methyltryptamine and secologanin
metabolism
the enzyme is involved in terpenoid indole alkaloid biosynthetic pathway
physiological function
involved in biosynthesis of monoterpenoid indole alkaloids
physiological function
-
strictosidine synthases catalyze the formation of strictosidine, a key intermediate in the biosynthesis of a large variety of monoterpenoid indole alkaloids
physiological function
-
the enzyme is involved in biosynthesis of 3-alpha(S)-strictosidine, a glycosylated indole alkaloid and central precursor of the entire monoterpenoid indole alkaloid biosynthesis, from tryptamine and secologanin and of dolichantoside from N-omega-methyltryptamine and secologanin. Alkaloid production is associated to the antioxidant response induced under oxidative stress
physiological function
the enzyme plays key roles in anther development and pollen wall formation in rice
physiological function
enzyme overexpression of in transgenic Ophiorrhiza rugosa plants can improve the levels of camptothecin and may provide an alternative and sustainable source of camptothecin
additional information
-
the six bladed beta-propeller protein has two regions which cover the enzyme active site. The observed activity changes suggest important roles of both regions in protein folding, stability and catalysis
additional information
transgenic Catharantus roseus cultures over-expressing tryptophan decarboxylase and/or strictosidine synthase do not produce higher levels of terpenoid indole alkaloids as compared with the non-transformed control cells
Show AA Sequence and Transmembrane Helices (108 entries)
Please use the AA Sequence and Transmembrane Helices Search for a specific query.
Please use the AA Sequence and Transmembrane Helices Search for a specific query.
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
31000
35000
additional information
values between 36000 and 41000, dependent on expression system
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SUBUNIT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
monomer
additional information
additional information
the overall enzyme structure of STR1 represents a beta-propeller comprising 6 blades, which are radially arranged around a central 6fold pseudo-symmetry axis, containing three helices in the STR1 structure. Each propeller blade contains four beta-strands, which form a twisted, antiparallel beta-sheet, important role of covalently bound cysteine residues in the integrity of the substrate binding site and in the enzyme's overall structure, structure analysis, overview
additional information
-
the enzyme is a six bladed beta-propeller protein
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POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
glycoprotein
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CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
2.95 A under cryoconditions, crystal growing by hanging drop vapor diffusion, 303 K, 0.8 M potassium sodium tartrate tetrahydrate,pH 7.5 - 8.0
-
cocrystallized with inhibitor 6, the complete data are collected to 3.0 A resolution
crystals of free STR1 and co-crystallization of STR1 and tryptamine, 2.95 A and 2.38 A under cryoconditions, crystal growing by hanging drop vapor diffusion, 302-304 K, 0.8 M potassium sodium tartrate tetrahydrate, pH 7.5 - 8.0, multiple wavelength anomalous dispersion method
-
crystals of free STR1 and co-crystallization of STR1 with each tryptamine and secologanin, crystal growing by hanging drop vapor diffusion, 302-304 K, 0.8 M potassium sodium tartrate tetrahydrate, pH 7.5 - 8.0, combined multiple wavelength anomalous dispersion and molecular replacement methods
in complex with 2-methyltryptamine, sitting drop vapor diffusion method, using 0.2 M NaCl, 0.1 M Tris pH 8.5, 25% (w/v) polyethylene glycol 3350
the crystal structure of STR1 in complex with strictosidine is solved at a resolution of 3.0 A
-
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PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
V208A
biotechnology
the enzyme encoding gene is a candidate gene for metabolic engineering of the TIA pathway in Rauwolfia verticillata
additional information
V208A
-
Val208 plays a critical role in substrate recognition at the indole moiety of strictosidine
V208A
the mutant shows altered substrate specificity compared to the wild-type enzyme, e.g. increased activity with tryptamine, overview
V208A
the mutant accepts an broader spectrum of amines compared to the wild type enzyme
additional information
-
in a rational redesign approach all 20 naturally occuring amino acids at selected residues in the tryptamine-binding pocket are probed
additional information
transgenic Catharantus roseus cultures over-expressing tryptophan decarboxylase and/or strictosidine synthase do not produce higher levels of terpenoid indole alkaloids as compared with the non-transformed control cells
additional information
-
construction of a STR tandem gene sequence, that serves as template for the preparation of circular permutated STR variants is assembled in pET17b using a truncated version of the STR gene, the N-terminal 28 amino acid residues in STR which constitutes the native signal sequence, as well as the unstructured 11 amino acids at the C-terminus are deleted, leaving a 915-nucleotide truncated version of STR, several truncated variants all show reduced activity compared to the wild-type enzyme, overview
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TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
37
46 - 48
-
50% thermal inactivation at 46°C (isoform III), 47°C (isoform I) or 48°C (isoforms II and IV)
37
-
immobilized enzyme, half life: 68 d, 6% of initial activity after one year
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GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
immobilized enzyme is more stable to changes in pH and temperature than soluble enzyme
unstable when highly diluted, 1 M sucrose or 1 mg/ml bovine serum albumin stabilizes activity
-
immobilized enzyme is more stable to changes in pH and temperature than soluble enzyme
-
immobilized enzyme is more stable to changes in pH and temperature than soluble enzyme
-
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ORGANIC SOLVENT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
-
no loss of activity with 5% PEG, dimethylformamide, acetone, ethanol or DMSO
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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20, several months, no loss of activity
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PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
ammonium sulfate precipitation, Matrix gel red A and AcA44 gel filtration
-
DEAE column chromatography, phenyl Sepharose column chromatography, and TSK G3000SW gel filtration
-
Ni-NTA column chromatography and Superdex 75 gel filtration
Ni-NTA column, Mono Q column, concentration to 10 mg/ml in 10 mM Tris-HCl pH 8.0 before crystallization
-
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CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
cloned with His-tag, expression in Escherichia coli strain M15, after expression and Ni-NTA column removed by DAPase
cooverexpression of geraniol-10-hydroxylase and strictosidine synthase in Ophiorrhiza pumila
expressed in Escherichia coli Rosettagami-2 (DE3) cells
expressed in Escherichia coli Shuffle T7LysY cells
expressed in Nicotiana plumbaginifolia cultured cells
expressed in Sf9 cells using the Bacullovirus system, enzyme is secreted into the medium
-
expression in Escherichia coli M15 cells, functional co-expression with strictosidine glucosidase
-
expression in Escherichia coli, coexpression with chaerone pG-Tf2
functional overexpression of Catharanthus roseus tryptophan decarboxylase and strictosidine synthase in rol gene integrated transgenic hairy root cell suspensions of Vinca minor using sonication-assisted Agrobacterium tumefaciens strain LBA1119 transformation, all the three rol genes, i.e., rol A, rol B, and rol C are used, real-time PCR quantitative expression analysis
gene RvSTR, DNA and amino acid sequence determination and analysis, sequence comparison and phylogenetic analysis
STR gene, expresssion of wild-type enzyme and mutant constructs in Escherichia coli strain BL21(DE3)pLysS
-
subcloned into the pGEM-T Easy vector, excised and ligated into pGAL-MF to obtain pSTSMF-FLAG for expression in Saccharomyces cerevisiae, and into pET28a+ to obtain pSTSMF-HIS for expression in Escherichia coli
-
the four genes SSL4, SSL5, SSL6, and SSL7 are arranged in tandem on chromosome 3, expression analysis, phylogenetic analysis, putative cis-acting DNA elements in the 5'-flanking regions of the four SSL genes, expression and transcription profiling, overview
cloned with His-tag, expression in Escherichia coli strain M15, after expression and Ni-NTA column removed by DAPase
-
cloned with His-tag, expression in Escherichia coli strain M15, after expression and Ni-NTA column removed by DAPase
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EXPRESSION
ORGANISM
UNIPROT
LITERATURE
both 50°C and 5°C for 16 h, clearly downregulates the expression of isoform SSL4. Isoform SSL4 is downregulated by Cercospora zeina infection
both 50°C and 5°C for 16 h, clearly downregulates the expression of isoforms SSL5, and SSL7-9
enzyme expression is highly induced by oxidative stress, especially by buthionine sulfoximine-jasmonic acid, and also, to a lesser extent, by jasmonic acid and H2O2
-
high expression in flower, moderate expression in leaf and root, low expression in stem
-
induced expression under plant defense signals such as methyl jasmonate and salicylic acid
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isoforms SSL5 and SSL8 are induced after 24 h of Colletotrichum graminicola infection. Isoform SSL5 is upregulated by Cercospora zeina infection. Isoforms SSL8 and SSL9 both positively respond to cold stress
significant upregulation in salicylic acid treatment (foliar application of 0.01 and 0.1 mM salicylic acid). Upregulation can result in a higher production rate of vinblastine and vincristine alkaloids
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
biotechnology
drug development
medicine
pharmacology
cooverexpression of geraniol-10-hydroxylase and strictosidine synthase improves anti-cancer drug camptothecin accumulation in Ophiorrhiza pumila
synthesis
additional information
biotechnology
-
redesigning the substrate specificity of strictosidine synthase is an important step toward re-engineering the TIA pathway to produce products with novel or improved biological properties
biotechnology
-
modulating the substrate specificity of strictosidine synthase is a critical step toward indole alkaloid pathway engineering to yield nonnatural alkaloids
drug development
for modern industrial drug discovery, construction of alkaloid libraries with complex scaffolds and huge backbone diversity is of paramount importance. Strategies are reported that depend on single step strictosidine synthase-catalyzed reaction. Enzyme reengineering combined with chemical methodologies is straightforward to be accessed to produce a bunch of novel alkaloids with great scaffold diversity
drug development
cooverexpression of geraniol-10-hydroxylase and strictosidine synthase improves anti-cancer drug camptothecin accumulation in Ophiorrhiza pumila
medicine
-
anti-cancer, anti-hypertensive, anti-malaria and anti-arrhythmic ajmaline agents
synthesis
-
immobilized enzyme can be used to synthesize large quantities of 3-alpha(S)-strictosidine, that is a common intermediate in the biosynthesis of indole alkaloids
synthesis
-
involved in the biosynthesis of almost all plant monoterpenoid indole alkaloids
synthesis
involved in the biosynthesis of almost all plant monoterpenoid indole alkaloids
synthesis
production of campothecin in hairy root culture of Ophiorrhiza pumila by infection with Agrobacterium tumefaciens. The culture also produces a high level of anthraquinones besides camptothecin. Camptothecin is present not only in hairy root cells, but excreted out to medium at a substantial amount. Camptothecin content in the medium is increased by the presence of a polystyrene resin that absorbs camptothecin
synthesis
-
decreased production of campothecin on subculturing due to a cross-species biosynthetic pathway is where the endophyte Fusarium solani utilizes indigenous geraniol 10-hydroxylase, secologanin synthase, and tryptophan decarboxylase to biosynthesize precursors. Fusarium solani requires host Campotheca acuminata strictosidine synthase in order to form strictosidine. Biosynthetic genes of campothecin in the seventh subculture generation of the endophyte reveal random and unpredictable nonsynonymous mutations. These random base substitutions lead to dysfunction at the amino acid level. The controls, Top1 gene and rDNA, remained intact over subculturing
synthesis
overexpression of tryptophan decarboxylase and strictosidine synthase enhances terpenoid indole alkaloid pathway activity and antineoplastic vinblastine biosynthesis in Catharanthus roseus. Vinblastine and vincristine are highly expensive antineoplastic molecules
additional information
the enzyme can be used for terpenoid indole and beta-carboline alkaloids biosynthesis
additional information
the enzyme can be used for terpenoid indole and beta-carboline alkaloids biosynthesis
additional information
-
the enzyme can be used for terpenoid indole and beta-carboline alkaloids biosynthesis
additional information
the enzyme can be used for terpenoid indole and beta-carboline alkaloids biosynthesis
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Kutchan, T.M.; Bock, A.; Dittrich, H.
Heterologous expression of the plant proteins strictosidine synthase and berberine bridge enzyme in insect cell culture
Phytochemistry
35
353-360
1994
Rauvolfia serpentina
brenda
Treimer, J.F.; Zenk, M.H.
Purification and properties of strictosidine synthase, the key enzyme in indole alkaloid formation
Eur. J. Biochem.
101
225-233
1979
Amsonia orientalis, Amsonia salicifolia, Amsonia tabernaemontana, Catharanthus longifolius, Catharanthus pusillus, Catharanthus roseus, Catharanthus trichophyllus, Ervatamia divaricatum, Ochrosia elliptica, Rauvolfia verticillata, Rauvolfia vomitoria, Stemmadenia tomentosa var. palmeri, Vinca major, Vinca minor, Voacanga africana
brenda
Mizukami, H.; Nordlov, H.; Lee, S.L.; Scott, A.I.
Purification and properties of strictosidine synthetase (an enzyme condensing tryptamine and secologanin) from Catharanthus roseus cultured cell
Biochemistry
18
3760-3763
1979
Catharanthus roseus
brenda
Treimer, J.F.; Zenk, M.H.
Strictosidine synthase from cell cultrues of Apocynaceae plants
FEBS Lett.
97
159-162
1979
Amsonia orientalis, Amsonia salicifolia, Catharanthus roseus, Ochrosia elliptica, Rauvolfia vomitoria, Stemmadenia tomentosa var. palmeri, Vinca major, Vinca minor, Voacanga africana
-
brenda
Pfitzner, U.; Zenk, M.H.
Immobilization of strictosidine synthase from Catharanthus cell cultures and preparative synthesis of strictosidine
Planta Med.
46
10-14
1982
Catharanthus roseus
brenda
Skinner, S.E.; Walton, N.J.; Robins, R.J.; Rhodes, M.J.C.
Tryptophan decarboxylase, strictosidine synthase and alkaloid production by Cinchona ledgerinana suspension cultures
Phytochemistry
26
721-725
1987
Cinchona calisaya
-
brenda
Pfitzner, U.; Zenk, M.H.
Isoation and immobilization of strictosidine synthase
Methods Enzymol.
136
342-350
1987
Catharanthus roseus
-
brenda
Hampp, N.; Zenk, M.H.
Homogeneous strictosidine synthase from cell suspension cultures of Rauvolfia serpentina
Phytochemistry
27
3811-3815
1988
Rauvolfia serpentina
-
brenda
Pennings, E.J.M.; Van den Bosch, R.A.; Van der Heijden, R.; Stevens, L.H.; Duine, J.A.; Verpoorte, R.
Assay of trictosidine synthase from plant cell cultures by high-performance liquid chromatography
Anal. Biochem.
176
412-415
1989
Catharanthus roseus, Tabernaemontana orientalis
brenda
Roessner, C.A.; Devagupta, R.; Hasan, M.; Williams, H.J.; Scott, A.I.
Purification of an indole alkaloid biosynthetic enzyme, strictosidine synthase, from a recombinant strain of Escherichia coli
Protein Expr. Purif.
3
295-300
1992
Catharanthus roseus
brenda
Bracher, D.; Kutchan, T.M.
Strictosidine synthase from Rauvolfia serpentina: analysis of a gene involved in indole alkaloid biosynthesis
Arch. Biochem. Biophys.
294
717-723
1992
Rauvolfia mannii, Rauvolfia serpentina
brenda
Stevens, L.H.; Giroud, C.; Pennings, E.J.M.; Verpoorte, R.
Purification and characterization of strictosidine synthase from a suspension culture of Cinchona robusta
Phytochemistry
33
99-106
1993
Catharanthus roseus, Cinchona robusta
-
brenda
de Waal, A.; Meijer, A.H.; Verpoorte, R.
Strictosidine synthase from Catharanthus roseus: purification and characterization of multiple forms
Biochem. J.
306
571-580
1995
Catharanthus roseus
brenda
Hallard, D.; Van der Heijden, R.; Verpoorte, R.; Lopes Cardoso, M.I.; Pasquali, G.; Memelink, J.; Hoge, J.H.C.
Suspension cultured transgenic cell of Nicotiana tabacum expressing tryptophan decarboxylase and strictosidine synthase cDNAs from Catharanthus roseus produce strictosidine upon secologanin feeding
Plant Cell Rep.
17
50-54
1997
Catharanthus roseus
-
brenda
Canel, C.; Lopes-Cardoso, M.I.; Whitmer, S.; van der Fits, L.; Pasquali, G.; van der Heijden, R.; Hoge, J.H.; Verpoorte, R.
Effects of over-expression of strictosidine synthase and tryptophan decarboxylase on alkaloid production by cell cultures of Catharanthus roseus
Planta
205
414-419
1998
Catharanthus roseus (P18417)
brenda
Pasquali, G.; Erven, A.S.; Ouwerkerk, P.B.; Menke, F.L.; Memelink, J.
The promoter of the strictosidine synthase gene from periwinkle confers elicitor-inducible expression in transgenic tobacco and binds nuclear factors GT-1 and GBF
Plant Mol. Biol.
39
1299-1310
1999
Catharanthus roseus
brenda
Whitmer, S.; van der Heijden, R.; Verpoorte, R.
Effect of precursor feeding on alkaloid accumulation by a strictosidine synthase over-expressing transgenic cell line S1 of Catharanthus roseus
Plant Cell Tissue Organ Cult.
69
85-93
2002
Catharanthus roseus
-
brenda
Yamazaki, Y.; Urano, A.; Sudo, H.; Kitajima, M.; Takayama, H.; Yamazaki, M.; Aimi, N.; Saito, K.
Metabolite profiling of alkaloids and strictosidine synthase activity in camptothecin producing plants
Phytochemistry
62
461-470
2003
Ophiorrhiza pumila
brenda
Koepke, J.; Ma, X.; Fritzsch, G.; Michel, H.; Stockigt, J.
Crystallization and preliminary X-ray analysis of strictosidine synthase and its complex with the substrate tryptamine
Acta Crystallogr. Sect. D
61
690-693
2005
Rauvolfia serpentina
brenda
Ma, X.; Koepke, J.; Fritzsch, G.; Diem, R.; Kutchan, T.M.; Michel, H.; Stockigt, J.
Crystallization and preliminary X-ray crystallographic analysis of strictosidine synthase from Rauvolfia: the first member of a novel enzyme family
Biochim. Biophys. Acta
1702
121-124
2004
Rauvolfia serpentina
brenda
McCoy, E.; Galan, M.C.; O'Connor S.E.
Substrate specificity of strictosidine synthase
Bioorg. Med. Chem. Lett.
16
2475-2478
2006
Escherichia coli
brenda
Ma, X.; Panjikar, S.; Koepke, J.; Loris, E.; Stockigt, J.
The Structure of Rauvolfia serpentina Strictosidine Synthase Is a Novel Six-Bladed {beta}-Propeller Fold in Plant Proteins
Plant Cell
18
907-920
2006
Rauvolfia serpentina (P68175)
brenda
Chen, S.; Galan, M.C.; Coltharp, C.; OConnor, S.E.
Redesign of a central enzyme in alkaloid biosynthesis
Chem. Biol.
13
1137-1141
2006
Catharanthus roseus
brenda
Bernhardt, P.; McCoy, E.; OConnor, S.E.
Rapid identification of enzyme variants for reengineered alkaloid biosynthesis in periwinkle
Chem. Biol.
14
888-897
2007
Catharanthus roseus
brenda
Loris, E.A.; Panjikar, S.; Ruppert, M.; Barleben, L.; Unger, M.; Schuebel, H.; Stoeckigt, J.
Structure-based engineering of strictosidine synthase: auxiliary for alkaloid libraries
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14
979-985
2007
Rauvolfia serpentina
brenda
Maresh, J.J.; Giddings, L.A.; Friedrich, A.; Loris, E.A.; Panjikar, S.; Trout, B.L.; Stoeckigt, J.; Peters, B.; OConnor, S.E.
Strictosidine synthase: mechanism of a Pictet-Spengler catalyzing enzyme
J. Am. Chem. Soc.
130
710-723
2008
Catharanthus roseus, Rauvolfia serpentina (P68175)
brenda
Sohani, M.M.; Schenk, P.M.; Schultz, C.J.; Schmidt, O.
Phylogenetic and transcriptional analysis of a strictosidine synthase-like gene family in Arabidopsis thaliana reveals involvement in plant defence responses
Plant Biol.
11
105-117
2009
Arabidopsis thaliana, Arabidopsis thaliana (Q9SD07), Arabidopsis thaliana (Q9CAZ7), Arabidopsis thaliana (Q9SD05), Arabidopsis thaliana (Q9SD04)
brenda
Stoeckigt, J.; Barleben, L.; Panjikar, S.; Loris, E.A.
3D-Structure and function of strictosidine synthase - the key enzyme of monoterpenoid indole alkaloid biosynthesis
Plant Physiol. Biochem.
46
340-355
2008
Catharanthus roseus (P18417), Rauvolfia serpentina (P68175)
brenda
Chen, R.; Liao, Z.H.; Chen, M.; Wang, Q.; Yang, C.X.; Yang, Y.J.
Molecular cloning and characterization of the strictosidine synthase gene from Rauwolfia verticillata
Russ. J. Plant Physiol.
55
670-675
2008
Rauvolfia verticillata (Q1L6F4)
-
brenda
Yang, L.; Zou, H.; Zhu, H.; Ruppert, M.; Gong, J.; Stoeckigt, J.
Improved expression of His(6)-tagged strictosidine synthase cDNA for chemo-enzymatic alkaloid diversification
Chem. Biodivers.
7
860-870
2010
Rauvolfia serpentina (P68175)
brenda
Lu, Y.; Wang, H.; Wang, W.; Qian, Z.; Li, L.; Wang, J.; Zhou, G.; Kai, G.
Molecular characterization and expression analysis of a new cDNA encoding strictosidine synthase from Ophiorrhiza japonica
Mol. Biol. Rep.
36
1845-1852
2009
Ophiorrhiza japonica
brenda
Stockigt, J.; Hammes, B.; Ruppert, M.
Construction and expression of a dual vector for chemo-enzymatic synthesis of plant indole alkaloids in Escherichia coli
Nat. Prod. Res.
24
759-766
2010
Rauvolfia serpentina
brenda
Bernhardt, P.; OConnor, S.E.
Synthesis and biochemical evaluation of des-vinyl secologanin aglycones with alternate stereochemistry
Tetrahedron Lett.
50
7118-7120
2009
Rauvolfia serpentina (P68175)
brenda
Guirimand, G.; Courdavault, V.; Lanoue, A.; Mahroug, S.; Guihur, A.; Blanc, N.; Giglioli-Guivarch, N.; St-Pierre, B.; Burlat, V.
Strictosidine activation in Apocynaceae: Towards a nuclear time bomb?
BMC Plant Biol.
10
182
2010
Catharanthus roseus
brenda
Kusari, S.; Zuehlke, S.; Spiteller, M.
Effect of artificial reconstitution of the interaction between the plant Camptotheca acuminata and the fungal endophyte Fusarium solani on camptothecin biosynthesis
J. Nat. Prod.
74
764-775
2011
Camptotheca acuminata
brenda
Yamazaki, M.; Asano, T.; Yamazaki, Y.; Sirikantaramas, S.; Sudo, H.; Saito, K.
Biosynthetic system of camptothecin: An anticancer plant product
Pure Appl. Chem.
82
213-218
2010
Ophiorrhiza pumila (Q94LW9)
-
brenda
Fischereder, E.; Pressnitz, D.; Kroutil, W.; Lutz, S.
Engineering strictosidine synthase: rational design of a small, focused circular permutation library of the beta-propeller fold enzyme
Bioorg. Med. Chem.
22
5633-5637
2014
Rauvolfia serpentina
brenda
Vera-Reyes, I.; Huerta-Heredia, A.A.; Ponce-Noyola, T.; Flores-Sanchez, I.J.; Esparza-Garcia, F.; Cerda-Garcia-Rojas, C.M.; Trejo-Tapia, G.; Ramos-Valdivia, A.C.
Strictosidine-related enzymes involved in the alkaloid biosynthesis of Uncaria tomentosa root cultures grown under oxidative stress
Biotechnol. Prog.
29
621-630
2013
Uncaria tomentosa
brenda
Verma, P.; Sharma, A.; Khan, S.A.; Shanker, K.; Mathur, A.K.
Over-expression of Catharanthus roseus tryptophan decarboxylase and strictosidine synthase in rol gene integrated transgenic cell suspensions of Vinca minor
Protoplasma
252
373-381
2015
Catharanthus roseus (P18417)
brenda
Pandey, S.S.; Singh, S.; Babu, C.S.; Shanker, K.; Srivastava, N.K.; Shukla, A.K.; Kalra, A.
Fungal endophytes of Catharanthus roseus enhance vindoline content by modulating structural and regulatory genes related to terpenoid indole alkaloid biosynthesis
Sci. Rep.
6
26583
2016
Catharanthus roseus (P18417)
brenda
Cui, L.; Ni, X.; Ji, Q.; Teng, X.; Yang, Y.; Wu, C.; Zekria, D.; Zhang, D.; Kai, G.
Co-overexpression of geraniol-10-hydroxylase and strictosidine synthase improves anti-cancer drug camptothecin accumulation in Ophiorrhiza pumila
Sci. Rep.
5
8227
2015
Catharanthus roseus (P18417)
brenda
Zhu, H.; Kercmar, P.; Wu, F.; Rajendran, C.; Sun, L.; Wang, M.; Stoeckigt, J.
Using strictosidine synthase to prepare novel alkaloids
Curr. Med. Chem.
22
1880-1888
2015
Rauvolfia serpentina (P68175)
brenda
Sharma, A.; Verma, P.; Mathur, A.; Mathur, A.K.
Overexpression of tryptophan decarboxylase and strictosidine synthase enhanced terpenoid indole alkaloid pathway activity and antineoplastic vinblastine biosynthesis in Catharanthus roseus
Protoplasma
255
1281-1294
2018
Catharanthus roseus (P18417)
brenda
Zou, T.; Li, S.; Liu, M.; Wang, T.; Xiao, Q.; Chen, D.; Li, Q.; Liang, Y.; Zhu, J.; Liang, Y.; Deng, Q.; Wang, S.; Zheng, A.; Wang, L.; Li, P.
An atypical strictosidine synthase, OsSTRL2, plays key roles in anther development and pollen wall formation in rice
Sci. Rep.
7
6863
2017
Oryza sativa (Q84Q89)
brenda
Soltani, N.; Nazarian-Firouzabadi, F.; Shafeinia, A.; Sadr, A.S.; Shirali, M.
The expression of terpenoid indole alkaloid (TIAs) pathway genes in Catharanthus roseus in response to salicylic acid treatment
Mol. Biol. Rep.
47
7009-7016
2020
Catharanthus roseus (P18417)
brenda
Sheng, X.; Himo, F.
Computational study of Pictet-Spenglerase strictosidine synthase Reaction mechanism and origins of enantioselectivity of natural and non-natural substrates
ACS Catal.
10
13630-13640
2020
Ophiorrhiza pumila
-
brenda
Fischereder, E.; Pressnitz, D.; Kroutil, W.
Stereoselective cascade to C3-methylated strictosidine derivatives employing transaminases and strictosidine synthases
ACS Catal.
6
23-30
2016
Catharanthus roseus (P18417), Ophiorrhiza japonica (B4YSH4), Ophiorrhiza pumila, Rauvolfia serpentina (P68175)
-
brenda
Pressnitz, D.; Fischereder, E.; Pletz, J.; Kofler, C.; Hammerer, L.; Hiebler, K.; Lechner, H.; Richter, N.; Eger, E.; Kroutil, W.
Asymmetric synthesis of (R)-1-alkyl-substituted tetrahydro-beta-carbolines catalyzed by strictosidine synthases
Angew. Chem. Int. Ed. Engl.
57
10683-10687
2018
Catharanthus roseus, Ophiorrhiza pumila, Rauvolfia serpentina (P68175)
brenda
Mou, M.; Zhang, C.; Zhang, S.; Chen, F.; Su, H.; Sheng, X.
Uncovering the mechanism of azepino-indole skeleton formation via Pictet-Spengler reaction by strictosidine synthase A quantum chemical investigation
ChemistryOpen
12
e202300043
2023
Rauvolfia serpentina (P68175)
brenda
Cao, N.; Wang, C.H.
Strictosidine synthase, an indispensable enzyme involved in the biosynthesis of terpenoid indole and beta-carboline alkaloids
Chin. J. Nat. Med.
19
591-607
2021
Catharanthus roseus (P18417), Cinchona pubescens, Ophiorrhiza pumila (Q94LW9), Rauvolfia serpentina (P68175)
brenda
Nitin, K.; Rajakumara, E.
Proxy-approach in understanding the bisubstrate activity of strictosidine synthases
Int. J. Biol. Macromol.
262
130091
2024
Rauvolfia serpentina (P68175), Ophiorrhiza pumila
brenda
Gu, L.; Cao, Y.; Chen, X.; Wang, H.; Zhu, B.; Du, X.; Sun, Y.
The genome-wide identification, characterization, and expression analysis of the strictosidine synthase-like family in maize (Zea mays L.)
Int. J. Mol. Sci.
24
14733
2023
Zea mays, Zea mays (B6TY34), Zea mays (B4FZD8)
brenda
Eger, E.; Simon, A.; Sharma, M.; Yang, S.; Breukelaar, W.B.; Grogan, G.; Houk, K.N.; Kroutil, W.
Inverted binding of non-natural substrates in strictosidine synthase leads to a switch of stereochemical outcome in enzyme-catalyzed Pictet-Spengler reactions
J. Am. Chem. Soc.
142
792-800
2020
Ophiorrhiza pumila
brenda
Kulhar, N.; Rajakumara, E.
Binding order and apparent binding affinity in the bisubstrate activity of strictosidine synthase
J. Biomol. Struct. Dyn.
41
15634-15646
2023
Rauvolfia serpentina (P68175)
brenda
Sahay, A.; Piprodhe, A.; Pise, M.
In silico analysis and homology modeling of strictosidine synthase involved in alkaloid biosynthesis in Catharanthus roseus
J. Genet. Eng. Biotechnol.
18
44
2020
Catharanthus roseus (P18417)
brenda
Kutchan, T.
Strictosidine From alkaloid to enzyme to gene
Phytochemistry
32
493-506
1993
Catharanthus roseus, Rauvolfia serpentina
brenda
Singh, S.; Kamble, S.; Satdive, R.; Fulzele, D.
Heterologous overexpression of Nothapodytes foetida strictosidine synthase enhances levels of anti-cancer compound camptothecin in Ophiorrhiza rugosa
Plant Cell Tissue Organ Cult.
141
67-76
2020
Nothapodytes nimmoniana (A0A451F5H7)
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brenda
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