Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary extracted from

  • 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 (2007), Bioorg. Med. Chem. Lett., 17, 444-447.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.5.1.115 (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 Mycobacterium tuberculosis
3.5.1.115 (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 Mycobacterium tuberculosis
3.5.1.115 (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 Mycobacterium tuberculosis
3.5.1.115 (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 Mycobacterium tuberculosis
3.5.1.115 (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 Mycobacterium tuberculosis
3.5.1.115 (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 Mycobacterium tuberculosis
3.5.1.115 (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 Mycobacterium tuberculosis
3.5.1.115 (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 Mycobacterium tuberculosis
3.5.1.115 (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 Mycobacterium tuberculosis
3.5.1.115 (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 Mycobacterium tuberculosis
3.5.1.115 (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 Mycobacterium tuberculosis
3.5.1.115 (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 Mycobacterium tuberculosis
3.5.1.115 (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 Mycobacterium tuberculosis

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
3.5.1.115 a mycothiol S-conjugate + H2O Mycobacterium tuberculosis
-
 an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
3.5.1.4 Mycobacterium tuberculosis
-
-
-
3.5.1.115 Mycobacterium tuberculosis
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.5.1.4 mycothiol bimane + H2O
-
 Mycobacterium tuberculosis ?
-
 ?
3.5.1.115 a mycothiol S-conjugate + H2O
-
 Mycobacterium tuberculosis an N-acetyl L-cysteine-S-conjugate + 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol
-
 ?
3.5.1.115 mycothiol bimane + H2O
-
 Mycobacterium tuberculosis ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
3.5.1.4 mycothiol-S-conjugate amidase
-
 Mycobacterium tuberculosis
3.5.1.115 MCA
-
 Mycobacterium tuberculosis