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Literature summary for 3.5.2.6 extracted from

  • Dubee, V.; Bernut, A.; Cortes, M.; Lesne, T.; Dorchene, D.; Lefebvre, A.L.; Hugonnet, J.E.; Gutmann, L.; Mainardi, J.L.; Herrmann, J.L.; Gaillard, J.L.; Kremer, L.; Arthur, M.
    beta-Lactamase inhibition by avibactam in Mycobacterium abscessus (2015), J. Antimicrob. Chemother., 70, 1051-1058.
    View publication on PubMed

Application

Application Comment Organism
drug development the enzyme is a target for treatment of Mycobacterium abscessus infections Mycobacteroides abscessus

Cloned(Commentary)

Cloned (Comment) Organism
gene MAB_2875 Mycobacteroides abscessus

Protein Variants

Protein Variants Comment Organism
additional information generation of an enzyme-deletion mutant of strain CIP104536 Mycobacteroides abscessus

Inhibitors

Inhibitors Comment Organism Structure
avibactam efficiently inactivates enzyme BlaMab via the reversible formation of a covalent adduct. Efficacy of the amoxicillin/avibactam combination in Mycobacterium abscessus-infected zebrafish, overview Mycobacteroides abscessus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
amoxicillin + H2O Mycobacteroides abscessus
-
(2R,4S)-2-[[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino](carboxy)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
-
?
amoxicillin + H2O Mycobacteroides abscessus CIP 104536
-
(2R,4S)-2-[[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino](carboxy)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
-
?
aztreonam + H2O Mycobacteroides abscessus
-
[(1S,2S)-1-[[(2Z)-2-(2-azaniumyl-1,3-thiazol-4-yl)-2-[[(2-carboxypropan-2-yl)oxy]imino]acetyl]amino]-1-carboxypropan-2-yl]sulfamate
-
?
aztreonam + H2O Mycobacteroides abscessus CIP 104536
-
[(1S,2S)-1-[[(2Z)-2-(2-azaniumyl-1,3-thiazol-4-yl)-2-[[(2-carboxypropan-2-yl)oxy]imino]acetyl]amino]-1-carboxypropan-2-yl]sulfamate
-
?
cefalotin + H2O Mycobacteroides abscessus
-
(2R)-5-[(acetyloxy)methyl]-2-[(R)-carboxy[2-(thiophen-2-yl)acetamido]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
-
?
cefalotin + H2O Mycobacteroides abscessus CIP 104536
-
(2R)-5-[(acetyloxy)methyl]-2-[(R)-carboxy[2-(thiophen-2-yl)acetamido]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
-
?
cefamandole + H2O Mycobacteroides abscessus
-
(2R)-2-[(R)-carboxy[[(2R)-2-hydroxy-2-phenylacetyl]amino]methyl]-5-[[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
-
?
cefamandole + H2O Mycobacteroides abscessus CIP 104536
-
(2R)-2-[(R)-carboxy[[(2R)-2-hydroxy-2-phenylacetyl]amino]methyl]-5-[[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
-
?
cefoxitin + H2O Mycobacteroides abscessus
-
(2R)-5-[(carbamoyloxy)methyl]-2-[(S)-carboxy(methoxy)[2-(thiophen-2-yl)acetamido]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
-
?
ceftazidime + H2O Mycobacteroides abscessus
-
(2R)-2-[(R)-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[[(2-carboxypropan-2-yl)oxy]imino]acetyl]amino](carboxy)methyl]-5-[(pyridin-1-ium-1-yl)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
-
?
ceftriaxone + H2O Mycobacteroides abscessus
-
(2R)-2-[(R)-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino](carboxy)methyl]-5-[[(2-methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulfanyl]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
-
?
cefuroxime + H2O Mycobacteroides abscessus
-
(2R)-5-[(carbamoyloxy)methyl]-2-[(R)-carboxy[[(2Z)-2-(furan-2-yl)-2-(methoxyimino)acetyl]amino]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
-
?
imipenem + H2O Mycobacteroides abscessus
-
(5R)-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-3-([2-[(iminomethyl)amino]ethyl]sulfanyl)-4,5-dihydro-1H-pyrrole-2-carboxylic acid
-
?
meropenem + H2O Mycobacteroides abscessus
-
(4R,5S)-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-3-[[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl]-4-methyl-4,5-dihydro-1H-pyrrole-2-carboxylic acid
-
?
meropenem + H2O Mycobacteroides abscessus CIP 104536
-
(4R,5S)-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-3-[[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl]-4-methyl-4,5-dihydro-1H-pyrrole-2-carboxylic acid
-
?
nitrocefin + H2O Mycobacteroides abscessus
-
(2R)-2-[(R)-carboxy[2-(thiophen-2-yl)acetamido]methyl]-5-[(E)-2-(2,4-dinitrophenyl)ethenyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
-
?

Organism

Organism UniProt Comment Textmining
Mycobacteroides abscessus B1MM83 R or S derivative, gene MAB_2875
-
Mycobacteroides abscessus CIP 104536 B1MM83 R or S derivative, gene MAB_2875
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
amoxicillin + H2O
-
Mycobacteroides abscessus (2R,4S)-2-[[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino](carboxy)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
-
?
amoxicillin + H2O
-
Mycobacteroides abscessus CIP 104536 (2R,4S)-2-[[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino](carboxy)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
-
?
aztreonam + H2O
-
Mycobacteroides abscessus [(1S,2S)-1-[[(2Z)-2-(2-azaniumyl-1,3-thiazol-4-yl)-2-[[(2-carboxypropan-2-yl)oxy]imino]acetyl]amino]-1-carboxypropan-2-yl]sulfamate
-
?
aztreonam + H2O
-
Mycobacteroides abscessus CIP 104536 [(1S,2S)-1-[[(2Z)-2-(2-azaniumyl-1,3-thiazol-4-yl)-2-[[(2-carboxypropan-2-yl)oxy]imino]acetyl]amino]-1-carboxypropan-2-yl]sulfamate
-
?
aztreonam + H2O
-
Mycobacteroides abscessus [(1S,2S)-1-[[(2Z)-2-(2-azaniumyl-1,3-thiazol-4-yl)-2- [[(2-carboxypropan-2-yl)oxy]imino]acetyl]amino]-1-carboxypropan-2-yl]sulfamate
-
?
cefalotin + H2O
-
Mycobacteroides abscessus (2R)-5-[(acetyloxy)methyl]-2-[(R)-carboxy[2-(thiophen-2-yl)acetamido]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
-
?
cefalotin + H2O
-
Mycobacteroides abscessus CIP 104536 (2R)-5-[(acetyloxy)methyl]-2-[(R)-carboxy[2-(thiophen-2-yl)acetamido]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
-
?
cefamandole + H2O
-
Mycobacteroides abscessus (2R)-2-[(R)-carboxy[[(2R)-2-hydroxy-2-phenylacetyl]amino]methyl]-5-[[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
-
?
cefamandole + H2O
-
Mycobacteroides abscessus CIP 104536 (2R)-2-[(R)-carboxy[[(2R)-2-hydroxy-2-phenylacetyl]amino]methyl]-5-[[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
-
?
cefoxitin + H2O
-
Mycobacteroides abscessus (2R)-5-[(carbamoyloxy)methyl]-2-[(S)-carboxy(methoxy)[2-(thiophen-2-yl)acetamido]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
-
?
ceftazidime + H2O
-
Mycobacteroides abscessus (2R)-2-[(R)-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[[(2-carboxypropan-2-yl)oxy]imino]acetyl]amino](carboxy)methyl]-5-[(pyridin-1-ium-1-yl)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
-
?
ceftriaxone + H2O
-
Mycobacteroides abscessus (2R)-2-[(R)-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino](carboxy)methyl]-5-[[(2-methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulfanyl]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
-
?
cefuroxime + H2O
-
Mycobacteroides abscessus (2R)-5-[(carbamoyloxy)methyl]-2-[(R)-carboxy[[(2Z)-2-(furan-2-yl)-2-(methoxyimino)acetyl]amino]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
-
?
imipenem + H2O
-
Mycobacteroides abscessus (5R)-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-3-([2-[(iminomethyl)amino]ethyl]sulfanyl)-4,5-dihydro-1H-pyrrole-2-carboxylic acid
-
?
meropenem + H2O
-
Mycobacteroides abscessus (4R,5S)-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-3-[[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl]-4-methyl-4,5-dihydro-1H-pyrrole-2-carboxylic acid
-
?
meropenem + H2O
-
Mycobacteroides abscessus CIP 104536 (4R,5S)-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-3-[[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl]-4-methyl-4,5-dihydro-1H-pyrrole-2-carboxylic acid
-
?
nitrocefin + H2O
-
Mycobacteroides abscessus (2R)-2-[(R)-carboxy[2-(thiophen-2-yl)acetamido]methyl]-5-[(E)-2-(2,4-dinitrophenyl)ethenyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
-
?

Synonyms

Synonyms Comment Organism
BlaMab
-
Mycobacteroides abscessus

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
additional information
-
additional information kinetics of BlaMab inhibition by avibactam., overview Mycobacteroides abscessus

General Information

General Information Comment Organism
malfunction deletion of gene blaMab dramatically reduces the MIC values of penicillins and first-, second- and third generation cephalosporins (except ceftazidime) Mycobacteroides abscessus
physiological function role of beta-lactamase BlaMab in beta-lactam resistance, overview Mycobacteroides abscessus