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a mycothiol S-conjugate + H2O
an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
mycothiol bimane + H2O
?
-
-
-
-
?
mycothiol bimane + H2O
mycothiol + bimane
mycothiol bimane derivative + H2O
?
-
100% activity
-
-
?
mycothiol disulfide + H2O
?
mycothiol-3-(N-maleimidopropionyl)biocytin + H2O
?
mycothiol-7-(diethylamino)-3-(4'-maleimidylphenyl)-4-methylcoumarin + H2O
?
mycothiol-acetophenone + H2O
?
-
-
-
-
?
mycothiol-cerulenin + H2O
?
mycothiol-monobromobimane + H2O
? + 1D-myo-inosityl 2-amino-2-deoxy-glucopyranoside
mycothiol-N-ethylmaleimide + H2O
?
mycothiol-rifamycin S + H2O
?
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
-
-
-
-
?
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
-
-
-
-
?
additional information
?
-
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
-
the enzyme is extremely specific for the mycothiol portion of the mycothiol S-conjugate and relatively nonspecific with respect to the R-moiety
-
-
?
a mycothiol S-conjugate + H2O
an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
-
the enzyme is extremely specific for the mycothiol portion of the mycothiol S-conjugate and relatively nonspecific with respect to the R-moiety
-
-
?
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
-
the enzyme is extremely specific for the mycothiol portion of the mycothiol S-conjugate and relatively nonspecific with respect to the conjugate moiety
-
-
?
a mycothiol S-conjugate + H2O
an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
-
the enzyme is highly specific for S-conjugates of mycothiol
-
-
?
a mycothiol S-conjugate + H2O
an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
-
-
-
-
?
mycothiol bimane + H2O
mycothiol + bimane
-
-
-
?
mycothiol bimane + H2O
mycothiol + bimane
-
-
-
?
mycothiol disulfide + H2O
?
-
-
-
-
?
mycothiol disulfide + H2O
?
-
-
-
-
?
mycothiol-3-(N-maleimidopropionyl)biocytin + H2O
?
-
-
-
-
?
mycothiol-3-(N-maleimidopropionyl)biocytin + H2O
?
-
-
-
-
?
mycothiol-3-(N-maleimidopropionyl)biocytin + H2O
?
-
5.2% activity compared to mycothiol bimane derivative
-
-
?
mycothiol-7-(diethylamino)-3-(4'-maleimidylphenyl)-4-methylcoumarin + H2O
?
-
-
-
-
?
mycothiol-7-(diethylamino)-3-(4'-maleimidylphenyl)-4-methylcoumarin + H2O
?
-
-
-
-
?
mycothiol-7-(diethylamino)-3-(4'-maleimidylphenyl)-4-methylcoumarin + H2O
?
-
3.8% activity compared to mycothiol bimane derivative
-
-
?
mycothiol-cerulenin + H2O
?
-
-
-
-
?
mycothiol-cerulenin + H2O
?
-
-
-
-
?
mycothiol-cerulenin + H2O
?
-
8% activity compared to mycothiol bimane derivative
-
-
?
mycothiol-monobromobimane + H2O
? + 1D-myo-inosityl 2-amino-2-deoxy-glucopyranoside
-
-
-
-
?
mycothiol-monobromobimane + H2O
? + 1D-myo-inosityl 2-amino-2-deoxy-glucopyranoside
-
-
-
-
?
mycothiol-N-ethylmaleimide + H2O
?
-
-
-
-
?
mycothiol-N-ethylmaleimide + H2O
?
-
2.1% activity compared to mycothiol bimane derivative
-
-
?
mycothiol-rifamycin S + H2O
?
-
-
-
-
?
mycothiol-rifamycin S + H2O
?
-
-
-
-
?
additional information
?
-
the wild-type enzyme is active on a mycothiol S-conjugate of monobromobimane (MSmB) in vivo
-
-
?
additional information
?
-
-
the wild-type enzyme is active on a mycothiol S-conjugate of monobromobimane (MSmB) in vivo
-
-
?
additional information
?
-
substrate specificity, overview. The enzyme also deacetylates N-acetyl-D-glucosamine
-
-
?
additional information
?
-
-
substrate specificity, overview. The enzyme also deacetylates N-acetyl-D-glucosamine
-
-
?
additional information
?
-
the wild-type enzyme is active on a mycothiol S-conjugate of monobromobimane (MSmB) in vivo
-
-
?
additional information
?
-
substrate specificity, overview. The enzyme also deacetylates N-acetyl-D-glucosamine
-
-
?
additional information
?
-
-
the enzyme is highly specific for the mycothiol moiety of mycothiol S-conjugates and relatively nonspecific for the structure of the sulfur-linked conjugate
-
-
?
additional information
?
-
-
the enzyme is highly specific for the mycothiol moiety of mycothiol S-conjugates and relatively nonspecific for the structure of the sulfur-linked conjugate
-
-
?
additional information
?
-
-
the enzyme is nearly inactive with mycothiol, mycothiol disulfide, and Glc-NAc-Ins
-
-
?
additional information
?
-
-
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
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
a mycothiol S-conjugate + H2O
an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
mycothiol bimane + H2O
mycothiol + bimane
additional information
?
-
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
-
the enzyme is extremely specific for the mycothiol portion of the mycothiol S-conjugate and relatively nonspecific with respect to the R-moiety
-
-
?
a mycothiol S-conjugate + H2O
an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
-
the enzyme is extremely specific for the mycothiol portion of the mycothiol S-conjugate and relatively nonspecific with respect to the R-moiety
-
-
?
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
-
the enzyme is extremely specific for the mycothiol portion of the mycothiol S-conjugate and relatively nonspecific with respect to the conjugate moiety
-
-
?
a mycothiol S-conjugate + H2O
an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
-
the enzyme is highly specific for S-conjugates of mycothiol
-
-
?
a mycothiol S-conjugate + H2O
an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
-
-
-
-
?
mycothiol bimane + H2O
mycothiol + bimane
-
-
-
?
mycothiol bimane + H2O
mycothiol + bimane
-
-
-
?
additional information
?
-
the wild-type enzyme is active on a mycothiol S-conjugate of monobromobimane (MSmB) in vivo
-
-
?
additional information
?
-
-
the wild-type enzyme is active on a mycothiol S-conjugate of monobromobimane (MSmB) in vivo
-
-
?
additional information
?
-
the wild-type enzyme is active on a mycothiol S-conjugate of monobromobimane (MSmB) in vivo
-
-
?
additional information
?
-
-
the enzyme is nearly inactive with mycothiol, mycothiol disulfide, and Glc-NAc-Ins
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
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(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
-
-
(2S,3R,26S,27S)-2,27-diamino-1,3,26-trihydroxyoctacosan-13-one
(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
1-pentyl-2-[10-(3-pentylpyridinium-1-yl)decyl]pyridinium
3,5,8-trihydroxyquinolin-4(1H)-one
-
-
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
disodium 3-[(E)-2-carboxylatoethenyl]benzoate
(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
1-pentyl-2-[10-(3-pentylpyridinium-1-yl)decyl]pyridinium
-
-
1-pentyl-2-[10-(3-pentylpyridinium-1-yl)decyl]pyridinium
-
-
disodium 3-[(E)-2-carboxylatoethenyl]benzoate
-
-
disodium 3-[(E)-2-carboxylatoethenyl]benzoate
-
-
gliotoxin
-
mixed non-competitive inhibitor
gliotoxin
-
mixed non-competitive inhibitor
halisulfate 1
-
-
mycothiol
-
about 20% residual activity at 2 mM mycothiol
mycothiol
-
amidase activity is decreased by 30, 48 and 89% at 1.0, 3.0, and 10 mM mycothiol, respectively
oceanapiside
-
low micromolar, non-competitive inhibitor
oceanapiside
-
low micromolar, non-competitive inhibitor
physcion
-
-
psammaplysin A
-
-
psammaplysin B
-
-
S,S-dimethyl gliotoxin
-
-
S,S-dimethyl gliotoxin
-
-
suvanine
-
-
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
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
92.34 - 542.4
mycothiol bimane
0.095
mycothiol bimane derivative
-
at pH 7.5 and 30°C
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
additional information
additional information
-
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
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
0.0048 - 0.078
mycothiol bimane
8
mycothiol bimane derivative
-
at pH 7.5 and 30°C
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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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
0.05 - 0.1
(2S,3R,26S,27S)-2,27-diamino-1,3,26-trihydroxyoctacosan-13-one
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
0.0001
1-pentyl-2-[10-(3-pentylpyridinium-1-yl)decyl]pyridinium
0.03
bromotyrosine oxime
Mycobacterium tuberculosis
-
pH and temperature not specified in the publication
0.002 - 0.003
disodium 3-[(E)-2-carboxylatoethenyl]benzoate
0.04
halisulfate 1
Mycolicibacterium smegmatis
-
at 31°C, pH not specified in the publication
0.0005 - 0.01
oceanapiside
0.05
physcion
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
0.02 - 0.03
psammaplysin A
0.02 - 0.03
psammaplysin B
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
0.06
suvanine
Mycolicibacterium smegmatis
-
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
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
0.0001
1-pentyl-2-[10-(3-pentylpyridinium-1-yl)decyl]pyridinium
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
0.002
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
0.05
gliotoxin
Mycolicibacterium smegmatis
-
at 31°C, pH not specified in the publication
0.05
gliotoxin
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
0.01
oceanapiside
Mycobacterium tuberculosis
-
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
Mycolicibacterium smegmatis
-
at 31°C, pH not specified in the publication
0.03
psammaplysin A
Mycobacterium tuberculosis
-
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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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
-
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
-
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
-
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
-
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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