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EC Tree
IUBMB Comments The enzyme, characterized from the plant Catharanthus roseus, is a cytochrome P-450 (heme thiolate) protein. It catalyses three successive reactions in the pathway leading to biosynthesis of monoterpenoid indole alkaloids.
The expected taxonomic range for this enzyme is: Catharanthus roseus
Synonyms
cyp76a26, iridoid oxidase, 7-deoxyloganetic acid synthase,
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7-deoxyloganetic acid synthase
7-deoxyloganic acid synthase;
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7-deoxyloganetic acid synthase
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7-deoxyloganetic acid synthase
Catharanthus roseus cv. Little Delicata
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7DLS
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7DLS
Catharanthus roseus cv. Little Delicata
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CYP76A26
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CYP76A26
Catharanthus roseus cv. Little Delicata
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iridoid oxidase
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misleading
iridoid oxidase
misleading
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(+)-cis,trans-nepetalactol + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 = 7-deoxyloganetate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
overall reaction
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(+)-cis,trans-nepetalactol + [reduced NADPH-hemoprotein reductase] + O2 = 7-deoxyloganetic alcohol + [oxidized NADPH-hemoprotein reductase] + H2O
(1a)
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7-deoxyloganetic alcohol + [reduced NADPH-hemoprotein reductase] + O2 = iridotrial + [oxidized NADPH-hemoprotein reductase] + 2 H2O
(1b)
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iridotrial + [reduced NADPH-hemoprotein reductase] + O2 = 7-deoxyloganetate + [oxidized NADPH-hemoprotein reductase] + H2O
(1c)
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(+)-cis,trans-nepetalactol,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (hydroxylating)
The enzyme, characterized from the plant Catharanthus roseus, is a cytochrome P-450 (heme thiolate) protein. It catalyses three successive reactions in the pathway leading to biosynthesis of monoterpenoid indole alkaloids.
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(+)-cis,trans-nepetalactol + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
7-deoxyloganetate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
(+)-cis,trans-nepetalactol + [reduced NADPH-hemoprotein reductase] + O2
7-deoxyloganetic alcohol + [oxidized NADPH-hemoprotein reductase] + H2O
7-deoxyloganetic alcohol + [reduced NADPH-hemoprotein reductase] + O2
iridotrial + [oxidized NADPH-hemoprotein reductase] + 2 H2O
iridotrial + [reduced NADPH-hemoprotein reductase] + O2
7-deoxyloganetate + [oxidized NADPH-hemoprotein reductase] + H2O
(+)-cis,trans-nepetalactol + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
7-deoxyloganetate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
the enzyme catalyses three successive reactions leading to biosynthesis of monoterpenoid indole alkaloids, overall reaction
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?
(+)-cis,trans-nepetalactol + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
7-deoxyloganetate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
-
the enzyme catalyses three successive reactions leading to biosynthesis of monoterpenoid indole alkaloids, overall reaction
-
?
(+)-cis,trans-nepetalactol + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
7-deoxyloganetate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
Catharanthus roseus cv. Little Delicata
the enzyme catalyses three successive reactions leading to biosynthesis of monoterpenoid indole alkaloids, overall reaction
-
?
(+)-cis,trans-nepetalactol + [reduced NADPH-hemoprotein reductase] + O2
7-deoxyloganetic alcohol + [oxidized NADPH-hemoprotein reductase] + H2O
the enzyme catalyses three successive reactions leading to biosynthesis of monoterpenoid indole alkaloids
-
?
(+)-cis,trans-nepetalactol + [reduced NADPH-hemoprotein reductase] + O2
7-deoxyloganetic alcohol + [oxidized NADPH-hemoprotein reductase] + H2O
-
the enzyme catalyses three successive reactions leading to biosynthesis of monoterpenoid indole alkaloids
-
?
(+)-cis,trans-nepetalactol + [reduced NADPH-hemoprotein reductase] + O2
7-deoxyloganetic alcohol + [oxidized NADPH-hemoprotein reductase] + H2O
Catharanthus roseus cv. Little Delicata
the enzyme catalyses three successive reactions leading to biosynthesis of monoterpenoid indole alkaloids
-
?
7-deoxyloganetic alcohol + [reduced NADPH-hemoprotein reductase] + O2
iridotrial + [oxidized NADPH-hemoprotein reductase] + 2 H2O
the enzyme catalyses three successive reactions leading to biosynthesis of monoterpenoid indole alkaloids
-
?
7-deoxyloganetic alcohol + [reduced NADPH-hemoprotein reductase] + O2
iridotrial + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
the enzyme catalyses three successive reactions leading to biosynthesis of monoterpenoid indole alkaloids
-
?
7-deoxyloganetic alcohol + [reduced NADPH-hemoprotein reductase] + O2
iridotrial + [oxidized NADPH-hemoprotein reductase] + 2 H2O
Catharanthus roseus cv. Little Delicata
the enzyme catalyses three successive reactions leading to biosynthesis of monoterpenoid indole alkaloids
-
?
iridotrial + [reduced NADPH-hemoprotein reductase] + O2
7-deoxyloganetate + [oxidized NADPH-hemoprotein reductase] + H2O
the enzyme catalyses three successive reactions leading to biosynthesis of monoterpenoid indole alkaloids
-
?
iridotrial + [reduced NADPH-hemoprotein reductase] + O2
7-deoxyloganetate + [oxidized NADPH-hemoprotein reductase] + H2O
-
the enzyme catalyses three successive reactions leading to biosynthesis of monoterpenoid indole alkaloids
-
?
iridotrial + [reduced NADPH-hemoprotein reductase] + O2
7-deoxyloganetate + [oxidized NADPH-hemoprotein reductase] + H2O
Catharanthus roseus cv. Little Delicata
the enzyme catalyses three successive reactions leading to biosynthesis of monoterpenoid indole alkaloids
-
?
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(+)-cis,trans-nepetalactol + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
7-deoxyloganetate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
(+)-cis,trans-nepetalactol + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
7-deoxyloganetate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
the enzyme catalyses three successive reactions leading to biosynthesis of monoterpenoid indole alkaloids, overall reaction
-
-
?
(+)-cis,trans-nepetalactol + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
7-deoxyloganetate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
-
the enzyme catalyses three successive reactions leading to biosynthesis of monoterpenoid indole alkaloids, overall reaction
-
-
?
(+)-cis,trans-nepetalactol + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
7-deoxyloganetate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
Catharanthus roseus cv. Little Delicata
the enzyme catalyses three successive reactions leading to biosynthesis of monoterpenoid indole alkaloids, overall reaction
-
-
?
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cytochrome P-450
a cytochrome P-450 (heme thiolate) enzyme
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cytochrome P-450
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a cytochrome P-450 (heme thiolate) enzyme
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UniProt
brenda
Catharanthus roseus cv. Little Delicata
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UniProt
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high activity
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low activity
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assosiated with
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malfunction
virus-induced gene silencing of 7-deoxyloganetic acid synthase in Catharanthus roseus greatly decreases levels of secologanin and the major monoterpenoid indole alkaloids, catharanthine and vindoline in silenced leaves
malfunction
Catharanthus roseus cv. Little Delicata
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virus-induced gene silencing of 7-deoxyloganetic acid synthase in Catharanthus roseus greatly decreases levels of secologanin and the major monoterpenoid indole alkaloids, catharanthine and vindoline in silenced leaves
metabolism
the enzyme catalyses three successive reactions in the seco-iridoid pathway leading to biosynthesis of monoterpenoid indole alkaloids
metabolism
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the enzyme catalyses three successive reactions in the seco-iridoid pathway leading to biosynthesis of monoterpenoid indole alkaloids
metabolism
the enzyme is involved in the monoterpenoid indole alkaloid pathway
metabolism
Catharanthus roseus cv. Little Delicata
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the enzyme catalyses three successive reactions in the seco-iridoid pathway leading to biosynthesis of monoterpenoid indole alkaloids
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IO_CATRO
515
1
58748
Swiss-Prot
Secretory Pathway (Reliability: 4 )
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expression in in Saccharomyces cerevisiae
expression of the gene in Saccharomyces cerevisiae confirms its function as an authentic 7-deoxyloganetic acid synthase that catalyzes the 3 step oxidation of iridodial-nepetalactol to form 7-deoxyloganetic acid
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Campbell, A.; Bauchart, P.; Gold, N.D.; Zhu, Y.; De Luca, V.; Martin, V.J.
Engineering of a nepetalactol-producing platform strain of Saccharomyces cerevisiae for the production of plant seco-iridoids
ACS Synth. Biol.
5
405-414
2016
Catharanthus roseus (W8JIS5)
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Miettinen, K.; Dong, L.; Navrot, N.; Schneider, T.; Burlat, V.; Pollier, J.; Woittiez, L.; Van Der Krol, S.; Lugan, R.; Ilc, T.; Verpoorte, R.; Oksman-Caldentey, K.; Martinoia, E.; Bouwmeester, H.; Goossens, A.; Memelink, J.; Werck-Reichhart, D.
The seco-iridoid pathway from Catharanthus roseus
Nat. Commun.
5
3606
2014
Catharanthus roseus (W8JIS5)
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Salim, V.; Wiens, B.; Masada-Atsumi, S.; Yu, F.; De Luca, V.
7-deoxyloganetic acid synthase catalyzes a key 3 step oxidation to form 7-deoxyloganetic acid in Catharanthus roseus iridoid biosynthesis
Phytochemistry
101
23-31
2014
Catharanthus roseus (W8JIS5), Catharanthus roseus, Catharanthus roseus cv. Little Delicata (W8JIS5)
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