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Information on EC 3.5.1.115 - mycothiol S-conjugate amidase
for references in articles please use BRENDA:EC3.5.1.115
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EC Tree 3 Hydrolases
3.5 Acting on carbon-nitrogen bonds, other than peptide bonds
3.5.1 In linear amides
3.5.1.115 mycothiol S-conjugate amidase
IUBMB Comments
The enzyme that is found in actinomycetes is involved in the detoxification of oxidizing agents and electrophilic antibiotics. The enzyme has low activity with 1-O-(2-acetamido-2-deoxy-α-D-glucopyranosyl)-1D-myo-inositol as substrate (cf. EC 3.5.1.103, N-acetyl-1-D-myo-inositol-2-amino-2-deoxy-α-D-glucopyranoside deacetylase) .
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota
- 3.5.1.115
- tuberculosis
- actinomycetes
- deacetylase
-
glcnac-ins
-
mycothiol-dependent
-
electrophilic
-
mercapturic
- smegmatis
- amide
- monobromobimane
- n-acetylcysteine
- metalloprotein
-
antimycobacterial
- cerulenin
- rifamycin
-
text
-
sponge
-
alpha-helices
-
deacetylation
-
bromotyrosine
-
accys
- medicine
Reaction Schemes
showSynonyms
mycothiol s-conjugate amidase, rv1082, more
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
kse_47390
MCA
mycothiol S-conjugate amidase
Rv1082
MCA
-
-
-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
a mycothiol S-conjugate + H2O = an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
-
-
-
-
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PATHWAY SOURCE
PATHWAYS
MetaCyc
lincomycin A biosynthesis, mycothiol-mediated detoxification
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SYSTEMATIC NAME
IUBMB Comments
mycothiol S-conjugate 1D-myo-inositol 2-amino-2-deoxy-alpha-D-glucopyranosyl-hydrolase
The enzyme that is found in actinomycetes is involved in the detoxification of oxidizing agents and electrophilic antibiotics. The enzyme has low activity with 1-O-(2-acetamido-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol as substrate (cf. EC 3.5.1.103, N-acetyl-1-D-myo-inositol-2-amino-2-deoxy-alpha-D-glucopyranoside deacetylase) [2].
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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
a mycothiol S-conjugate + H2O
an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
a mycothiol S-conjugate of kitasetaline + H2O
kitasetaline + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
a mycothiol S-conjugate pf kitasetaline + H2O
kitasetaline + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
-
Substrates: -
Products: -
Products: -
?
mycothiol bimane derivative + H2O
?
-
Substrates: 100% activity
Products: -
Products: -
?
RifS13 + H2O
1-D-myo-inositol-alpha-D-glucopyranoside + N-acetyl-S-[(2R,12Z,14E,16S,18S,19S,20S,21S,22S,23S,24E)-5,6,9,17,19-pentahydroxy-23-methoxy-21-(methoxycarbonyl)-2,4,12,16,18,20,22-heptamethyl-1,11-dioxo-1,2-dihydro-2,7-(epoxypentadeca[1,11,13]trienoimino)naphtho[2,1-b]furan-8-yl]-L-cysteine
-
Substrates: -
Products: -
Products: -
?
RifS17 + H2O
1-D-myo-inositol-alpha-D-glucopyranoside + N-acetyl-S-[(2R,12Z,14E,16S,18S,19S,20S,21S,22S,23S,24E)-5,17,19-trihydroxy-23-methoxy-21-(methoxycarbonyl)-2,4,12,16,18,20,22-heptamethyl-1,6,9,11-tetraoxo-1,2,6,9-tetrahydro-2,7-(epoxypentadeca[1,11,13]trienoimino)naphtho[2,1-b]furan-8-yl]-L-cysteine
-
Substrates: -
Products: -
Products: -
?
a mycothiol S-conjugate + H2O
an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
-
Substrates: the enzyme is extremely specific for the mycothiol portion of the mycothiol S-conjugate and relatively nonspecific with respect to the R-moiety
Products: -
Products: -
?
a mycothiol S-conjugate + H2O
an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
-
Substrates: -
Products: -
Products: -
?
a mycothiol S-conjugate + H2O
an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
-
Substrates: the enzyme is extremely specific for the mycothiol portion of the mycothiol S-conjugate and relatively nonspecific with respect to the R-moiety
Products: -
Products: -
?
a mycothiol S-conjugate + H2O
an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
-
Substrates: -
Products: -
Products: -
?
a mycothiol S-conjugate + H2O
an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
-
Substrates: the enzyme is extremely specific for the mycothiol portion of the mycothiol S-conjugate and relatively nonspecific with respect to the conjugate moiety
Products: -
Products: -
?
a mycothiol S-conjugate + H2O
an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
-
Substrates: the enzyme is highly specific for S-conjugates of mycothiol
Products: -
Products: -
?
a mycothiol S-conjugate + H2O
an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
-
Substrates: -
Products: -
Products: -
?
a mycothiol S-conjugate + H2O
an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
Mycolicibacterium smegmatis mc(2)155 / ATCC 700084
-
Substrates: -
Products: -
Products: -
?
a mycothiol S-conjugate of kitasetaline + H2O
kitasetaline + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
Substrates: -
Products: -
Products: -
?
a mycothiol S-conjugate of kitasetaline + H2O
kitasetaline + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
Substrates: -
Products: -
Products: -
?
mycothiol bimane + H2O
mycothiol + bimane
Substrates: -
Products: -
Products: -
?
mycothiol bimane + H2O
mycothiol + bimane
Substrates: -
Products: -
Products: -
?
mycothiol-3-(N-maleimidopropionyl)biocytin + H2O
?
-
Substrates: -
Products: -
Products: -
?
mycothiol-3-(N-maleimidopropionyl)biocytin + H2O
?
-
Substrates: 5.2% activity compared to mycothiol bimane derivative
Products: -
Products: -
?
mycothiol-7-(diethylamino)-3-(4'-maleimidylphenyl)-4-methylcoumarin + H2O
?
-
Substrates: -
Products: -
Products: -
?
mycothiol-7-(diethylamino)-3-(4'-maleimidylphenyl)-4-methylcoumarin + H2O
?
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Substrates: 3.8% activity compared to mycothiol bimane derivative
Products: -
Products: -
?
mycothiol-acetophenone + H2O
?
-
Substrates: -
Products: -
Products: -
?
mycothiol-cerulenin + H2O
?
-
Substrates: 8% activity compared to mycothiol bimane derivative
Products: -
Products: -
?
mycothiol-monobromobimane + H2O
? + 1D-myo-inosityl 2-amino-2-deoxy-glucopyranoside
-
Substrates: -
Products: -
Products: -
?
mycothiol-monobromobimane + H2O
? + 1D-myo-inosityl 2-amino-2-deoxy-glucopyranoside
Mycolicibacterium smegmatis mc(2)155 / ATCC 700084
-
Substrates: -
Products: -
Products: -
?
mycothiol-N-ethylmaleimide + H2O
?
-
Substrates: 2.1% activity compared to mycothiol bimane derivative
Products: -
Products: -
?
mycothiol-rifamycin S + H2O
?
Mycolicibacterium smegmatis mc(2)155 / ATCC 700084
-
Substrates: -
Products: -
Products: -
?
additional information
?
-
Substrates: the wild-type enzyme is active on a mycothiol S-conjugate of monobromobimane (MSmB) in vivo
Products: -
Products: -
?
additional information
?
-
-
Substrates: the wild-type enzyme is active on a mycothiol S-conjugate of monobromobimane (MSmB) in vivo
Products: -
Products: -
?
additional information
?
-
Substrates: substrate specificity, overview. The enzyme also deacetylates N-acetyl-D-glucosamine
Products: -
Products: -
?
additional information
?
-
-
Substrates: substrate specificity, overview. The enzyme also deacetylates N-acetyl-D-glucosamine
Products: -
Products: -
?
additional information
?
-
Substrates: the wild-type enzyme is active on a mycothiol S-conjugate of monobromobimane (MSmB) in vivo
Products: -
Products: -
?
additional information
?
-
Substrates: substrate specificity, overview. The enzyme also deacetylates N-acetyl-D-glucosamine
Products: -
Products: -
?
additional information
?
-
-
Substrates: the enzyme is highly specific for the mycothiol moiety of mycothiol S-conjugates and relatively nonspecific for the structure of the sulfur-linked conjugate
Products: -
Products: -
?
additional information
?
-
-
Substrates: the enzyme is highly specific for the mycothiol moiety of mycothiol S-conjugates and relatively nonspecific for the structure of the sulfur-linked conjugate
Products: -
Products: -
?
additional information
?
-
-
Substrates: the enzyme is nearly inactive with mycothiol, mycothiol disulfide, and Glc-NAc-Ins
Products: -
Products: -
?
additional information
?
-
-
Substrates: no activity with mycothiol, mycothiol disulfide, 2-(N-acetyl-L-cysteinyl)amido-2-deoxy-(alpha,beta)-D-glucopyranoside monobromobiane derivate, and 1-D-myo-inosityl-2-(L-cysteinyl)amido-2-deoxy-alpha-D-glucopyranoside monobromobiane derivate
Products: -
Products: -
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
a mycothiol S-conjugate + H2O
an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
a mycothiol S-conjugate + H2O
an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
-
Substrates: the enzyme is extremely specific for the mycothiol portion of the mycothiol S-conjugate and relatively nonspecific with respect to the R-moiety
Products: -
Products: -
?
a mycothiol S-conjugate + H2O
an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
-
Substrates: -
Products: -
Products: -
?
a mycothiol S-conjugate + H2O
an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
-
Substrates: the enzyme is extremely specific for the mycothiol portion of the mycothiol S-conjugate and relatively nonspecific with respect to the R-moiety
Products: -
Products: -
?
a mycothiol S-conjugate + H2O
an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
-
Substrates: -
Products: -
Products: -
?
a mycothiol S-conjugate + H2O
an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
-
Substrates: the enzyme is extremely specific for the mycothiol portion of the mycothiol S-conjugate and relatively nonspecific with respect to the conjugate moiety
Products: -
Products: -
?
a mycothiol S-conjugate + H2O
an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
-
Substrates: the enzyme is highly specific for S-conjugates of mycothiol
Products: -
Products: -
?
a mycothiol S-conjugate + H2O
an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
-
Substrates: -
Products: -
Products: -
?
a mycothiol S-conjugate + H2O
an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
Mycolicibacterium smegmatis mc(2)155 / ATCC 700084
-
Substrates: -
Products: -
Products: -
?
mycothiol bimane + H2O
mycothiol + bimane
Substrates: -
Products: -
Products: -
?
mycothiol bimane + H2O
mycothiol + bimane
Substrates: -
Products: -
Products: -
?
additional information
?
-
Substrates: the wild-type enzyme is active on a mycothiol S-conjugate of monobromobimane (MSmB) in vivo
Products: -
Products: -
?
additional information
?
-
-
Substrates: the wild-type enzyme is active on a mycothiol S-conjugate of monobromobimane (MSmB) in vivo
Products: -
Products: -
?
additional information
?
-
Substrates: the wild-type enzyme is active on a mycothiol S-conjugate of monobromobimane (MSmB) in vivo
Products: -
Products: -
?
additional information
?
-
-
Substrates: the enzyme is nearly inactive with mycothiol, mycothiol disulfide, and Glc-NAc-Ins
Products: -
Products: -
?
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Ca2+
-
the protein contains 2.6 equivalents of Ca2+ per subunit after purification
Fe2+
Zn2+
Fe2+
-
metalloamidase. The enzyme purifies with (stoichiometric) Fe2+ when purified under anaerobic conditions, and Zn2+ when purified under aerobic conditions. It is likely a Fe2+-dependent enzyme under physiological conditions, with Zn2+-enzyme an experimental artifact that can become biologically relevant under oxidatively stressed conditions
Fe2+
-
metalloamidase. The enzyme purifies with (stoichiometric) Fe2+ when purified under anaerobic conditions, and Zn2+ when purified under aerobic conditions. It is likely a Fe2+-dependent enzyme under physiological conditions, with Zn2+-enzyme an experimental artifact that can become biologically relevant under oxidatively stressed conditions
Zn2+
-
the protein contains 1.4 equivalents of Zn2+ per subunit after purification
Zn2+
-
metalloamidase. The enzyme purifies with (stoichiometric) Fe2+ when purified under anaerobic conditions, and Zn2+ when purified under aerobic conditions. It is likely a Fe2+-dependent enzyme under physiological conditions, with Zn2+-enzyme an experimental artifact that can become biologically relevant under oxidatively stressed conditions
Zn2+
-
metalloamidase. The enzyme purifies with (stoichiometric) Fe2+ when purified under anaerobic conditions, and Zn2+ when purified under aerobic conditions. It is likely a Fe2+-dependent enzyme under physiological conditions, with Zn2+-enzyme an experimental artifact that can become biologically relevant under oxidatively stressed conditions
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
(1R,2R,3R,5S)-2,3,5-trihydroxy-5-(hydroxymethyl)cyclohexyl 2-({[3-chloro-4-(propan-2-ylsulfonyl)thiophen-2-yl]carbonyl}amino)-2-deoxy-alpha-D-glucopyranoside
-
11% inhibition at 0.05 mM
(1R,2R,3R,5S)-2,3,5-trihydroxy-5-(hydroxymethyl)cyclohexyl 2-deoxy-2-({[1-(3,5-dichlorophenyl)-5-ethyl-1H-pyrazol-4-yl]carbonyl}amino)-alpha-D-glucopyranoside
-
26% inhibition at 0.05 mM
(1R,2R,3R,5S)-2,3,5-trihydroxy-5-(hydroxymethyl)cyclohexyl 2-deoxy-2-[(4-nitrobenzoyl)amino]-alpha-D-glucopyranoside
-
15% inhibition at 0.05 mM
(1R,2R,3R,5S)-2,3,5-trihydroxy-5-(hydroxymethyl)cyclohexyl 2-deoxy-2-[(furan-2-ylcarbonyl)amino]-alpha-D-glucopyranoside
-
15% inhibition at 0.05 mM
(1R,2R,3R,5S)-2,3,5-trihydroxy-5-(hydroxymethyl)cyclohexyl 2-deoxy-2-[(naphthalen-2-ylcarbonyl)amino]-alpha-D-glucopyranoside
-
13% inhibition at 0.05 mM
(1R,2R,3R,5S)-2,3,5-trihydroxy-5-(hydroxymethyl)cyclohexyl 2-deoxy-2-[(pyridin-4-ylcarbonyl)amino]-alpha-D-glucopyranoside
-
46% inhibition at 0.05 mM
(1R,2R,3R,5S)-2,3,5-trihydroxy-5-(hydroxymethyl)cyclohexyl 2-deoxy-2-[(thiophen-2-ylcarbonyl)amino]-alpha-D-glucopyranoside
-
13% inhibition at 0.05 mM
(1R,2R,3R,5S)-2,3,5-trihydroxy-5-(hydroxymethyl)cyclohexyl 2-deoxy-2-{[3-(propylsulfanyl)benzoyl]amino}-alpha-D-glucopyranoside
-
less than 10% inhibition at 0.05 mM
(1R,2R,3R,5S)-2,3,5-trihydroxy-5-(hydroxymethyl)cyclohexyl 2-deoxy-2-{[4-(dimethylamino)benzoyl]amino}-alpha-D-glucopyranoside
-
44% inhibition at 0.05 mM
(1R,2R,3R,5S)-2,3,5-trihydroxy-5-(hydroxymethyl)cyclohexyl 2-deoxy-2-{[4-(trifluoromethyl)benzoyl]amino}-alpha-D-glucopyranoside
-
16% inhibition at 0.05 mM
(1R,2R,3R,5S)-2,3,5-trihydroxy-5-(hydroxymethyl)cyclohexyl 2-[(1-benzothiophen-6-ylcarbonyl)amino]-2-deoxy-alpha-D-glucopyranoside
-
15% inhibition at 0.05 mM
(1R,2R,3R,5S)-2,3,5-trihydroxy-5-(hydroxymethyl)cyclohexyl 2-[(cyclopropylcarbonyl)amino]-2-deoxy-alpha-D-glucopyranoside
-
13% inhibition at 0.05 mM
(1R,2R,3R,5S)-2,3,5-trihydroxy-5-(hydroxymethyl)cyclohexyl 2-[({6-[(4-chlorophenyl)sulfanyl]pyridin-2-yl}carbonyl)amino]-2-deoxy-alpha-D-glucopyranoside
-
10% inhibition at 0.05 mM
(2E)-3-(3,5-difluorophenyl)-N-[2-[(4-fluorophenyl)disulfanyl]ethyl]-2-(hydroxyimino)propanamide
-
-
(2E)-3-(3-bromophenyl)-N-[2-[(2,6-dimethylphenyl)disulfanyl]ethyl]-2-(hydroxyimino)propanamide
-
-
(2E)-3-(3-bromophenyl)-N-[2-[(4-fluorophenyl)disulfanyl]ethyl]-2-(hydroxyimino)propanamide
-
-
(2E)-3-(3-chloro-4-hydroxyphenyl)-N-[2-[(4-fluorophenyl)disulfanyl]ethyl]-2-(hydroxyimino)propanamide
-
-
(2E)-N-(5-amino-5-iminopentyl)-3-[4-(3-aminopropoxy)-3,5-dibromophenyl]-2-(hydroxyimino)propanamide
-
-
(2E)-N-[2-(2-amino-1H-imidazol-5-yl)ethyl]-3-[4-(3-aminopropoxy)-3,5-dibromophenyl]-2-(hydroxyimino)propanamide
-
-
(2E)-N-[2-[(4-aminophenyl)disulfanyl]ethyl]-3-(3,5-difluorophenyl)-2-(hydroxyimino)propanamide
-
-
(2E)-N-[2-[(4-aminophenyl)disulfanyl]ethyl]-3-(3-bromophenyl)-2-(hydroxyimino)propanamide
-
-
(2E)-N-[2-[(4-aminophenyl)disulfanyl]ethyl]-3-(3-chloro-4-hydroxyphenyl)-2-(hydroxyimino)propanamide
-
-
(2Z)-3-[4-(3-aminopropoxy)-3,5-dibromophenyl]-N-(4-carbamimidamidobutyl)-2-(hydroxyimino)propanamide
-
-
(2Z)-N-(4-amino-4-iminobutyl)-3-[4-(3-aminopropoxy)-3,5-dibromophenyl]-2-(hydroxyimino)propanamide
(2Z)-N-[(2-amino-1H-imidazol-5-yl)methyl]-3-[4-(3-aminopropoxy)-3,5-dibromophenyl]-2-(hydroxyimino)propanamide
(2Z)-N-[2-(2-amino-1H-imidazol-5-yl)ethyl]-3-[4-(3-aminopropoxy)-3,5-dibromophenyl]-2-(hydroxyimino)propanamide
-
-
(5R,10S)-N-[2-(2-amino-1H-imidazol-5-yl)ethyl]-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide
(5R,10S)-N-[2-[2-amino-4-(3,5,8-trihydroxy-4-oxo-1,4-dihydroquinolin-6-yl)-1H-imidazol-5-yl]ethyl]-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide
-
-
(5R,10S)-N-[2-[2-amino-4-(3,5,8-trihydroxy-4-oxo-1,4-dihydroquinolin-6-yl)-1H-imidazol-5-yl]ethyl]}-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide
-
strongest inhibitor
1,7-phenanthroline
-
slightly more than 50% inhibition at 1 mM 1,7-phenanthroline
arenosclerin E
homology model built for Mca protein of Mycobacterium tuberculosis have high reliability and docking analysis show that arenosclerin E is a potent drug candidate for tuberculosis
(2S,3R,26S,27S)-2,27-diamino-1,3,26-trihydroxyoctacosan-13-one
-
-
(2S,3R,26S,27S)-2,27-diamino-1,3,26-trihydroxyoctacosan-13-one
-
-
(2Z)-N-(4-amino-4-iminobutyl)-3-[4-(3-aminopropoxy)-3,5-dibromophenyl]-2-(hydroxyimino)propanamide
-
-
(2Z)-N-(4-amino-4-iminobutyl)-3-[4-(3-aminopropoxy)-3,5-dibromophenyl]-2-(hydroxyimino)propanamide
-
-
(2Z)-N-[(2-amino-1H-imidazol-5-yl)methyl]-3-[4-(3-aminopropoxy)-3,5-dibromophenyl]-2-(hydroxyimino)propanamide
-
-
(2Z)-N-[(2-amino-1H-imidazol-5-yl)methyl]-3-[4-(3-aminopropoxy)-3,5-dibromophenyl]-2-(hydroxyimino)propanamide
-
-
(5R,10S)-N-[2-(2-amino-1H-imidazol-5-yl)ethyl]-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide
-
-
(5R,10S)-N-[2-(2-amino-1H-imidazol-5-yl)ethyl]-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide
-
-
1,10-phenanthroline
-
0.19% residual activity at 1 mM 1,10-phenanthroline
1,10-phenanthroline
-
the enzyme is completely inhibited by low levels of 1,10-phenanthroline
mycothiol
-
amidase activity is decreased by 30, 48 and 89% at 1.0, 3.0, and 10 mM mycothiol, respectively
additional information
heavy metal ions, including Cd2+, Ni2+, Cr2+ and Cu2+, markedly inhibit growth of the mca mutant relative to the wild type strain
-
additional information
-
heavy metal ions, including Cd2+, Ni2+, Cr2+ and Cu2+, markedly inhibit growth of the mca mutant relative to the wild type strain
-
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DISEASE
TITLE OF PUBLICATION
LINK TO PUBMED
Tuberculosis
A novel mycothiol-dependent detoxification pathway in mycobacteria involving mycothiol S-conjugate amidase.
Tuberculosis
Crystal structure of the conserved protein TT1542 from Thermus thermophilus HB8.
Tuberculosis
N-Acetyl-1-D-myo-inosityl-2-amino-2-deoxy-alpha-D-glucopyranoside deacetylase (MshB) is a key enzyme in mycothiol biosynthesis.
Tuberculosis
Purification and characterization of Mycobacterium tuberculosis 1D-myo-inosityl-2-acetamido-2-deoxy-alpha-D-glucopyranoside deacetylase, MshB, a mycothiol biosynthetic enzyme.
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
4.8
mycothiol disulfide
-
in 50 mM HEPES (pH 7.5) containing 50 mM NaCl and 0.1 mM dithiothreitol, at 37°C
3
mycothiol-3-(N-maleimidopropionyl)biocytin
-
Km above 3.0 mM, in 50 mM HEPES (pH 7.5) containing 50 mM NaCl and 0.1 mM dithiothreitol, at 37°C
0.44
mycothiol-7-(diethylamino)-3-(4'-maleimidylphenyl)-4-methylcoumarin
-
in 50 mM HEPES (pH 7.5) containing 50 mM NaCl and 0.1 mM dithiothreitol, at 37°C
0.69
mycothiol-acetophenone
-
in 50 mM HEPES (pH 7.5) containing 50 mM NaCl and 0.1 mM dithiothreitol, at 37°C
0.65
mycothiol-cerulenin
-
in 50 mM HEPES (pH 7.5) containing 50 mM NaCl and 0.1 mM dithiothreitol, at 37°C
1.3
mycothiol-N-ethylmaleimide
-
in 50 mM HEPES (pH 7.5) containing 50 mM NaCl and 0.1 mM dithiothreitol, at 37°C
0.19
RifS13
-
in 50 mM HEPES (pH 7.5) containing 50 mM NaCl and 0.1 mM dithiothreitol, at 37°C
0.45
RifS17
-
in 50 mM HEPES (pH 7.5) containing 50 mM NaCl and 0.1 mM dithiothreitol, at 37°C
92.34
mycothiol bimane
pH 7.5, 30°C, recombinant wild-type enzyme
93.37
mycothiol bimane
pH 7.5, 30°C, recombinant mutant E43A
99.92
mycothiol bimane
pH 7.5, 30°C, recombinant mutant D132A
107.5
mycothiol bimane
pH 7.5, 30°C, recombinant mutant E16A
108.4
mycothiol bimane
pH 7.5, 30°C, recombinant mutant H10A
111.6
mycothiol bimane
pH 7.5, 30°C, recombinant mutant H12A
115.3
mycothiol bimane
pH 7.5, 30°C, recombinant mutant H142A
128.8
mycothiol bimane
pH 7.5, 30°C, recombinant mutant D15A
132.3
mycothiol bimane
pH 7.5, 30°C, recombinant mutant D14A
138
mycothiol bimane
pH 7.5, 30°C, recombinant mutant D141A
469.6
mycothiol bimane
pH 7.5, 30°C, recombinant mutant H139A
542.4
mycothiol bimane
pH 7.5, 30°C, recombinant mutant Y137A
additional information
additional information
Michaelis-Menten kinetics of wild-type and mutant enzymes with substrate N-acetyl-D-glucosamine, overview
-
additional information
additional information
-
Michaelis-Menten kinetics of wild-type and mutant enzymes with substrate N-acetyl-D-glucosamine, overview
-
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
1.7
mycothiol disulfide
-
in 50 mM HEPES (pH 7.5) containing 50 mM NaCl and 0.1 mM dithiothreitol, at 37°C
3
mycothiol-3-(N-maleimidopropionyl)biocytin
-
kcat above 3.0 s-1, in 50 mM HEPES (pH 7.5) containing 50 mM NaCl and 0.1 mM dithiothreitol, at 37°C
1.3
mycothiol-7-(diethylamino)-3-(4'-maleimidylphenyl)-4-methylcoumarin
-
in 50 mM HEPES (pH 7.5) containing 50 mM NaCl and 0.1 mM dithiothreitol, at 37°C
37
mycothiol-acetophenone
-
in 50 mM HEPES (pH 7.5) containing 50 mM NaCl and 0.1 mM dithiothreitol, at 37°C
7
mycothiol-cerulenin
-
in 50 mM HEPES (pH 7.5) containing 50 mM NaCl and 0.1 mM dithiothreitol, at 37°C
15
mycothiol-N-ethylmaleimide
-
in 50 mM HEPES (pH 7.5) containing 50 mM NaCl and 0.1 mM dithiothreitol, at 37°C
0.82
RifS13
-
in 50 mM HEPES (pH 7.5) containing 50 mM NaCl and 0.1 mM dithiothreitol, at 37°C
1.04
RifS17
-
in 50 mM HEPES (pH 7.5) containing 50 mM NaCl and 0.1 mM dithiothreitol, at 37°C
0.0048
mycothiol bimane
pH 7.5, 30°C, recombinant mutant H139A
0.005
mycothiol bimane
pH 7.5, 30°C, recombinant mutant Y137A
0.036
mycothiol bimane
pH 7.5, 30°C, recombinant mutant D14A
0.046
mycothiol bimane
pH 7.5, 30°C, recombinant mutant D141A
0.058
mycothiol bimane
pH 7.5, 30°C, recombinant mutant E43A
0.059
mycothiol bimane
pH 7.5, 30°C, recombinant wild-type enzyme
0.065
mycothiol bimane
pH 7.5, 30°C, recombinant mutant D132A
0.0655
mycothiol bimane
pH 7.5, 30°C, recombinant mutant H142A
0.066
mycothiol bimane
pH 7.5, 30°C, recombinant mutant H12A
0.068
mycothiol bimane
pH 7.5, 30°C, recombinant mutant H10A
0.069
mycothiol bimane
pH 7.5, 30°C, recombinant mutant E16A
0.078
mycothiol bimane
pH 7.5, 30°C, recombinant mutant D15A
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kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.35
mycothiol disulfide
-
in 50 mM HEPES (pH 7.5) containing 50 mM NaCl and 0.1 mM dithiothreitol, at 37°C
1.03
mycothiol-3-(N-maleimidopropionyl)biocytin
-
in 50 mM HEPES (pH 7.5) containing 50 mM NaCl and 0.1 mM dithiothreitol, at 37°C
3
mycothiol-7-(diethylamino)-3-(4'-maleimidylphenyl)-4-methylcoumarin
-
in 50 mM HEPES (pH 7.5) containing 50 mM NaCl and 0.1 mM dithiothreitol, at 37°C
54
mycothiol-acetophenone
-
in 50 mM HEPES (pH 7.5) containing 50 mM NaCl and 0.1 mM dithiothreitol, at 37°C
11
mycothiol-cerulenin
-
in 50 mM HEPES (pH 7.5) containing 50 mM NaCl and 0.1 mM dithiothreitol, at 37°C
12
mycothiol-N-ethylmaleimide
-
in 50 mM HEPES (pH 7.5) containing 50 mM NaCl and 0.1 mM dithiothreitol, at 37°C
4.3
RifS13
-
in 50 mM HEPES (pH 7.5) containing 50 mM NaCl and 0.1 mM dithiothreitol, at 37°C
2.3
RifS17
-
in 50 mM HEPES (pH 7.5) containing 50 mM NaCl and 0.1 mM dithiothreitol, at 37°C
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IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
2.72
(2E)-3-(3,5-difluorophenyl)-N-[2-[(4-fluorophenyl)disulfanyl]ethyl]-2-(hydroxyimino)propanamide
Mycobacterium tuberculosis
-
pH and temperature not specified in the publication
0.065
(2E)-3-(3-bromophenyl)-N-[2-[(2,6-dimethylphenyl)disulfanyl]ethyl]-2-(hydroxyimino)propanamide
Mycobacterium tuberculosis
-
pH and temperature not specified in the publication
0.09
(2E)-3-(3-bromophenyl)-N-[2-[(4-fluorophenyl)disulfanyl]ethyl]-2-(hydroxyimino)propanamide
Mycobacterium tuberculosis
-
pH and temperature not specified in the publication
0.037
(2E)-3-(3-chloro-4-hydroxyphenyl)-N-[2-[(4-fluorophenyl)disulfanyl]ethyl]-2-(hydroxyimino)propanamide
Mycobacterium tuberculosis
-
pH and temperature not specified in the publication
0.0028
(2E)-N-(5-amino-5-iminopentyl)-3-[4-(3-aminopropoxy)-3,5-dibromophenyl]-2-(hydroxyimino)propanamide
Mycobacterium tuberculosis
-
pH and temperature not specified in the publication
0.036
(2E)-N-[2-(2-amino-1H-imidazol-5-yl)ethyl]-3-[4-(3-aminopropoxy)-3,5-dibromophenyl]-2-(hydroxyimino)propanamide
Mycobacterium tuberculosis
-
pH and temperature not specified in the publication
0.45
(2E)-N-[2-[(4-aminophenyl)disulfanyl]ethyl]-3-(3,5-difluorophenyl)-2-(hydroxyimino)propanamide
Mycobacterium tuberculosis
-
pH and temperature not specified in the publication
0.185
(2E)-N-[2-[(4-aminophenyl)disulfanyl]ethyl]-3-(3-bromophenyl)-2-(hydroxyimino)propanamide
Mycobacterium tuberculosis
-
pH and temperature not specified in the publication
0.035
(2E)-N-[2-[(4-aminophenyl)disulfanyl]ethyl]-3-(3-chloro-4-hydroxyphenyl)-2-(hydroxyimino)propanamide
Mycobacterium tuberculosis
-
pH and temperature not specified in the publication
0.002 - 0.003
(2Z)-N-(4-amino-4-iminobutyl)-3-[4-(3-aminopropoxy)-3,5-dibromophenyl]-2-(hydroxyimino)propanamide
0.03 - 0.037
(2Z)-N-[(2-amino-1H-imidazol-5-yl)methyl]-3-[4-(3-aminopropoxy)-3,5-dibromophenyl]-2-(hydroxyimino)propanamide
0.1
(5R,10S)-N-[2-(2-amino-1H-imidazol-5-yl)ethyl]-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide
0.002
(5R,10S)-N-[2-[2-amino-4-(3,5,8-trihydroxy-4-oxo-1,4-dihydroquinolin-6-yl)-1H-imidazol-5-yl]ethyl]-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide
Mycobacterium tuberculosis
-
pH and temperature not specified in the publication
0.03
bromotyrosine oxime
Mycobacterium tuberculosis
-
pH and temperature not specified in the publication
0.04
halisulfate 1
Mycolicibacterium smegmatis
-
at 31°C, pH not specified in the publication
0.0028
psammaplin A
Mycobacterium tuberculosis
-
pH and temperature not specified in the publication
0.1
pseudoceratine
Mycobacterium tuberculosis
-
pH and temperature not specified in the publication
0.07
S,S-dimethyl gliotoxin
Mycobacterium tuberculosis
-
at 31°C, pH not specified in the publication
0.05
(2S,3R,26S,27S)-2,27-diamino-1,3,26-trihydroxyoctacosan-13-one
Mycolicibacterium smegmatis
-
at 31°C, pH not specified in the publication
0.1
(2S,3R,26S,27S)-2,27-diamino-1,3,26-trihydroxyoctacosan-13-one
Mycobacterium tuberculosis
-
at 31°C, pH not specified in the publication
0.002
(2Z)-N-(4-amino-4-iminobutyl)-3-[4-(3-aminopropoxy)-3,5-dibromophenyl]-2-(hydroxyimino)propanamide
Mycolicibacterium smegmatis
-
at 31°C, pH not specified in the publication
0.003
(2Z)-N-(4-amino-4-iminobutyl)-3-[4-(3-aminopropoxy)-3,5-dibromophenyl]-2-(hydroxyimino)propanamide
Mycobacterium tuberculosis
-
at 31°C, pH not specified in the publication
0.03
(2Z)-N-[(2-amino-1H-imidazol-5-yl)methyl]-3-[4-(3-aminopropoxy)-3,5-dibromophenyl]-2-(hydroxyimino)propanamide
Mycobacterium tuberculosis
-
at 31°C, pH not specified in the publication
0.037
(2Z)-N-[(2-amino-1H-imidazol-5-yl)methyl]-3-[4-(3-aminopropoxy)-3,5-dibromophenyl]-2-(hydroxyimino)propanamide
Mycolicibacterium smegmatis
-
at 31°C, pH not specified in the publication
0.1
(5R,10S)-N-[2-(2-amino-1H-imidazol-5-yl)ethyl]-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide
Mycobacterium tuberculosis
-
at 31°C, pH not specified in the publication
0.1
(5R,10S)-N-[2-(2-amino-1H-imidazol-5-yl)ethyl]-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxamide
Mycolicibacterium smegmatis
-
at 31°C, pH not specified in the publication
0.0001
1-pentyl-2-[10-(3-pentylpyridinium-1-yl)decyl]pyridinium
Mycobacterium tuberculosis
-
at 31°C, pH not specified in the publication
0.0001
1-pentyl-2-[10-(3-pentylpyridinium-1-yl)decyl]pyridinium
Mycolicibacterium smegmatis
-
at 31°C, pH not specified in the publication
0.002
disodium 3-[(E)-2-carboxylatoethenyl]benzoate
Mycolicibacterium smegmatis
-
at 31°C, pH not specified in the publication
0.003
disodium 3-[(E)-2-carboxylatoethenyl]benzoate
Mycobacterium tuberculosis
-
at 31°C, pH not specified in the publication
0.0005
oceanapiside
Mycolicibacterium smegmatis
-
at 31°C, pH not specified in the publication
0.02
psammaplysin A
Mycobacterium tuberculosis
-
pH and temperature not specified in the publication
0.03
psammaplysin A
Mycobacterium tuberculosis
-
at 31°C, pH not specified in the publication
0.03
psammaplysin A
Mycolicibacterium smegmatis
-
at 31°C, pH not specified in the publication
0.02
psammaplysin B
Mycolicibacterium smegmatis
-
at 31°C, pH not specified in the publication
0.026
psammaplysin B
Mycobacterium tuberculosis
-
pH and temperature not specified in the publication
0.03
psammaplysin B
Mycobacterium tuberculosis
-
at 31°C, pH not specified in the publication
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
0.13
-
crude extract, in 50 mM HEPES (pH 7.5) containing 50 mM NaCl and 0.1 mM dithiothreitol, at 37°C
10.6
-
after 82fold purification, in 50 mM HEPES (pH 7.5) containing 50 mM NaCl and 0.1 mM dithiothreitol, at 37°C
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
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
malfunction
metabolism
physiological function
additional information
evolution
some Gram-positive bacteria, such as members of Corynebacterium, Mycobacterium, Rhodococcus and Streptomyces, cannot produce GSH but instead synthesize its functional equivalent, mycothiol
evolution
-
some Gram-positive bacteria, such as members of Corynebacterium, Mycobacterium, Rhodococcus and Streptomyces, cannot produce GSH but instead synthesize its functional equivalent, mycothiol
-
malfunction
-
the Ami37 mutation in mca renders the mutant strain more susceptible to electrophilic toxins, such as N-ethylmalemide, iodoacetamide, and chlorodinitrobenzene, and to several oxidants, such as menadione and plumbagin. The mca mutant is also more susceptible to the antituberculous antibiotic streptomycin
malfunction
mutants lacking the enzyme and mycothiol are more susceptible to alkylating agents and oxidants, e.g. monobromobimane, iodoacetamide, N-ethylmaleimide, 1-chloro-2,4-dinitrobenzene, and methyllglyoxal, or to some macrolides and beta-lactams, e.g. rifamycin S, than the wild-type enzyme. Heavy metal ions, including Cd2+, Ni2+, Cr2+ and Cu2+, markedly inhibit growth of the mca mutant relative to the wild type strain
malfunction
Mycolicibacterium smegmatis mc(2)155 / ATCC 700084
-
the Ami37 mutation in mca renders the mutant strain more susceptible to electrophilic toxins, such as N-ethylmalemide, iodoacetamide, and chlorodinitrobenzene, and to several oxidants, such as menadione and plumbagin. The mca mutant is also more susceptible to the antituberculous antibiotic streptomycin
-
malfunction
-
mutants lacking the enzyme and mycothiol are more susceptible to alkylating agents and oxidants, e.g. monobromobimane, iodoacetamide, N-ethylmaleimide, 1-chloro-2,4-dinitrobenzene, and methyllglyoxal, or to some macrolides and beta-lactams, e.g. rifamycin S, than the wild-type enzyme. Heavy metal ions, including Cd2+, Ni2+, Cr2+ and Cu2+, markedly inhibit growth of the mca mutant relative to the wild type strain
-
metabolism
-
mycothiol S-conjugate amidase plays an important role in the detoxification of alkylating agents and antibiotics
metabolism
-
mycothiol serves as the primary reducing agent in Mycobacterium species, and is also a cofactor for the detoxification of xenobiotics. The enzyme catalyzes the cleavage of mycothiol-S-conjugates to form a mercapturic acid, which is excreted from the mycobacterium
metabolism
-
mycothiol serves as the primary reducing agent in Mycobacterium species, and is also a cofactor for the detoxification of xenobiotics. The enzyme catalyzes the cleavage of mycothiol-S-conjugates to form a mercapturic acid, which is excreted from the mycobacterium
physiological function
mycothiol S-conjugate amidase is a key enzyme involved in MSH-dependent detoxification. In detoxification process, mycothiol directly reacts with electrophilic compounds by its thiol moiety, forming MSH S-conjugates, regulation mechanism, potential roles of the enzyme in resistance to alkylating agents and oxidants and in the survival of Corynebacterium glutamicum by coping with multiple stresses and detoxifying toxins, overview
physiological function
-
the kitasetaline biosynthetic pathway employs a two-step process for the formation of the beta-carboline core skeleton by KslA and KslB, and a mycothiol-mediated system by KslC and Mca for the synthesis of the N-acetylcysteine moiety of kitasetaline
physiological function
the kitasetaline biosynthetic pathway employs a two-step process for the formation of the beta-carboline core skeleton by KslA and KslB, and a mycothiol-mediated system by KslC and Mca for the synthesis of the N-acetylcysteine moiety of kitasetaline
physiological function
-
mycothiol S-conjugate amidase is a key enzyme involved in MSH-dependent detoxification. In detoxification process, mycothiol directly reacts with electrophilic compounds by its thiol moiety, forming MSH S-conjugates, regulation mechanism, potential roles of the enzyme in resistance to alkylating agents and oxidants and in the survival of Corynebacterium glutamicum by coping with multiple stresses and detoxifying toxins, overview
-
physiological function
-
the kitasetaline biosynthetic pathway employs a two-step process for the formation of the beta-carboline core skeleton by KslA and KslB, and a mycothiol-mediated system by KslC and Mca for the synthesis of the N-acetylcysteine moiety of kitasetaline
-
additional information
residues Asp14, Tyr137, His139 and Asp141 are important for enzyme activity
additional information
-
residues Asp14, Tyr137, His139 and Asp141 are important for enzyme activity
additional information
-
residues Asp14, Tyr137, His139 and Asp141 are important for enzyme activity
-
Show AA Sequence and Transmembrane Helices (2557 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
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SUBUNIT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
monomer
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PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
D132A
site-directed mutagenesis, the mutant shows slightly decreased activity compared to the wild-type enzyme
D141A
site-directed mutagenesis, the mutant shows decreased activity compared to the wild-type enzyme
D14A
site-directed mutagenesis, the mutant shows slightly decreased activity compared to the wild-type enzyme
D15A
site-directed mutagenesis, the mutant shows increased activity compared to the wild-type enzyme
E16A
site-directed mutagenesis, the mutant shows slightly decreased activity compared to the wild-type enzyme
E43A
site-directed mutagenesis, the mutant shows increased activity compared to the wild-type enzyme
H10A
site-directed mutagenesis, the mutant shows decreased activity compared to the wild-type enzyme
H12A
site-directed mutagenesis, the mutant shows decreased activity compared to the wild-type enzyme
H139A
site-directed mutagenesis, the mutant shows decreased activity compared to the wild-type enzyme
H142A
site-directed mutagenesis, the mutant shows slightly decreased activity compared to the wild-type enzyme
Y137A
site-directed mutagenesis, the mutant shows decreased activity compared to the wild-type enzyme
D14A
-
site-directed mutagenesis, the mutant shows slightly decreased activity compared to the wild-type enzyme
-
D15A
-
site-directed mutagenesis, the mutant shows increased activity compared to the wild-type enzyme
-
H10A
-
site-directed mutagenesis, the mutant shows decreased activity compared to the wild-type enzyme
-
H12A
-
site-directed mutagenesis, the mutant shows decreased activity compared to the wild-type enzyme
-
additional information
additional information
construction of a mca deletion mutant
additional information
-
construction of a mca deletion mutant
-
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pH STABILITY
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
7 - 9
-
no significant dependence upon pH is detected from pH 7.0 to 9.0, but the activity declines sharply below pH 7.0. At pH 7.5, activity is about 25% lower in 50 mM sodium phosphate than in 25 mM HEPES
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PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
ammonium sulfate precipitation, hydroxyapatite column chromatography, phenyl Sepharose column chromatography, and Sephadex G-25 gel filtration
-
ammonium sulfate precipitation, Toyopearl DEAE 650C column chromatography, phenyl Sepharose and Sephadex G-100 gel filtration
-
recombinant wild-type and mutant enzymes from Escherichia coli strain BL21(DE3) to homogeneity
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CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli BL21(DE3) cells
gene mca or NCgl0948, quantitative real-time PCR enzyme expression analysis, recombinant wild-type and mutant enzyme expression in Escherichia coli strain BL21(DE3)
the gene is cloned into the pVP56 K [N-terminal His-maltose-binding protein (MBP)] and pFN18 K (N-terminal Halo-tag) expression vectors, expression in Escherichia coli BL21(DE3) cells
the gene is cloned into the pVP56 K [N-terminal His-maltose-binding protein (MBP)] and pFN18 K (N-terminal Halo-tag) expression vectors, expression in Escherichia coli BL21(DE3) cells
-
the gene is cloned into the pVP56 K [N-terminal His-maltose-binding protein (MBP)] and pFN18 K (N-terminal Halo-tag) expression vectors, expression in Escherichia coli BL21(DE3) cells
-
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EXPRESSION
ORGANISM
UNIPROT
LITERATURE
induced expression of Mca in Corynebacterium glutamicum under various stress conditions, directly under the control of the stress-responsive extracytoplasmic function-sigma (ECF-s) factor SigH, positive regulation of mca expression by SigH
induced expression of Mca in Corynebacterium glutamicum under various stress conditions, directly under the control of the stress-responsive extracytoplasmic function-sigma (ECF-s) factor SigH, positive regulation of mca expression by SigH
induced expression of Mca in Corynebacterium glutamicum under various stress conditions, directly under the control of the stress-responsive extracytoplasmic function-sigma (ECF-s) factor SigH, positive regulation of mca expression by SigH
-
-
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
medicine
medicine
homology model built for Mca protein of Mycobacterium tuberculosis have high reliability and docking analysis show that Arenosclerin E is a potent drug candidate for tuberculosis
medicine
-
homology model built for Mca protein of Mycobacterium tuberculosis have high reliability and docking analysis show that Arenosclerin E is a potent drug candidate for tuberculosis
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Metaferia, B.B.; Ray, S.; Smith, J.A.; Bewley, C.A.
Design and synthesis of substrate-mimic inhibitors of mycothiol-S-conjugate amidase from Mycobacterium tuberculosis
Bioorg. Med. Chem. Lett.
17
444-447
2007
Mycobacterium tuberculosis
brenda
Newton, G.L.; Fahey, R.C.
Mycothiol biochemistry
Arch. Microbiol.
178
388-394
2002
Mycolicibacterium smegmatis
brenda
Newton, G.L.; Av-Gay, Y.; Fahey, R.C.
A novel mycothiol-dependent detoxification pathway in Mycobacteria involving mycothiol S-conjugate amidase
Biochemistry
39
10739-10746
2000
Mycolicibacterium smegmatis
brenda
Steffek, M.; Newton, G.L.; Av-Gay, Y.; Fahey, R.C.
Characterization of Mycobacterium tuberculosis mycothiol S-conjugate amidase
Biochemistry
42
12067-12076
2003
Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv
brenda
Nicholas, G.M.; Eckman, L.L.; Ray, S.; Hughes, R.O.; Pfefferkorn, J.A.; Barluenga, S.; Nicolaou, K.C.; Bewley, C.A.
Bromotyrosine-derived natural and synthetic products as inhibitors of mycothiol-S-conjugate amidase
Bioorg. Med. Chem. Lett.
12
2487-2490
2002
Mycobacterium tuberculosis
brenda
Fetterolf, B.; Bewley, C.A.
Synthesis of a bromotyrosine-derived natural product inhibitor of mycothiol-S-conjugate amidase
Bioorg. Med. Chem. Lett.
14
3785-3788
2004
Mycobacterium tuberculosis
brenda
Nicholas, G.M.; Eckman, L.L.; Newton, G.L.; Fahey, R.C.; Ray, S.; Bewley, C.A.
Inhibition and kinetics of mycobacterium tuberculosis and Mycobacterium smegmatis mycothiol-S-conjugate amidase by natural product inhibitors
Bioorg. Med. Chem.
11
601-608
2003
Mycobacterium tuberculosis, Mycolicibacterium smegmatis
brenda
Rawat, M.; Uppal, M.; Newton, G.; Steffek, M.; Fahey, R.C.; Av-Gay, Y.
Targeted mutagenesis of the Mycobacterium smegmatis mca gene, encoding a mycothiol-dependent detoxification protein
J. Bacteriol.
186
6050-6058
2004
Mycolicibacterium smegmatis, Mycolicibacterium smegmatis mc(2)155 / ATCC 700084
brenda
Nicholas, G.M.; Newton, G.L.; Fahey, R.C.; Bewley, C.A.
Novel bromotyrosine alkaloids: inhibitors of mycothiol S-conjugate amidase
Org. Lett.
3
1543-1545
2001
Mycobacterium tuberculosis
brenda
Si, M.; Long, M.; Chaudhry, M.T.; Xu, Y.; Zhang, P.; Zhang, L.; Shen, X.
Functional characterization of Corynebacterium glutamicum mycothiol S-conjugate amidase
PLoS ONE
9
e115075
2014
Corynebacterium glutamicum (Q8NRQ7), Corynebacterium glutamicum, Corynebacterium glutamicum DSM 20300 (Q8NRQ7)
brenda
Saxena, A.; Mishra, S.
Marine sponge derived natural products as inhibitors of mycothiol-S-conjugate amidase
Bioinformation
13
256-260
2017
Mycobacterium tuberculosis (P9WJN1), Mycobacterium tuberculosis ATCC 25618 (P9WJN1)
brenda
Kocabas, E.; Liu, H.; Hernick, M.
Identity of cofactor bound to mycothiol conjugate amidase (Mca) influenced by expression and purification conditions
Biometals
28
755-763
2015
Mycobacterium tuberculosis, Mycolicibacterium smegmatis
brenda
Ueda, S.; Ikeda, H.; Namba, T.; Ikejiri, Y.; Nishimoto, Y.; Arai, M.; Nihira, T.; Kitani, S.
Identification of biosynthetic genes for the beta-carboline alkaloid kitasetaline and production of the fluorinated derivatives by heterologous expression
J. Ind. Microbiol. Biotechnol.
46
739-750
2019
Kitasatospora setae (E4NG89), Streptomyces avermitilis, Kitasatospora setae DSM 43861 (E4NG89)
brenda
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