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3.5.2.6: beta-lactamase

This is an abbreviated version!
For detailed information about beta-lactamase, go to the full flat file.

Word Map on EC 3.5.2.6

Reaction

A beta-lactam
+
H2O
=
a substituted beta-amino acid

Synonyms

ACT-3, ALI-1, Ambler class A beta-lactamase, AmpC, AmpC beta-lactamase, AmpC beta-lactamases M19, AmpC beta-lactamases M29, AmpC beta-lactamases M37, AmpC M19, AmpC M29, AmpC M37, AmpC-A, AmpC-B2, AmpC-type beta-lactamase, apo Bacillus cereus 569/H/9 enzyme, apo-BcII, B1 metallo-beta-lactamase, B3 MBL, BcII, BCL-1, BEL-1, Beta lactamase OXA-10, beta-lactamase, beta-lactamase A-C, beta-lactamase ACT-1, beta-lactamase AME I, beta-lactamase Bla-A, beta-lactamase Bla-B, beta-lactamase CMY-1, beta-lactamase CMY-2, beta-lactamase I-III, beta-lactamase II, beta-lactamase MIR-1, beta-lactamase OXA-1, beta-lactamase OXA-10, beta-lactamase P99, beta-lactamase PSE-1, beta-lactamase YRC-1, beta-lactamase, class C, beta-lactamases CTX-M-25, beta-lactamases CTX-M-26, beta-lactamse A-D, BLA, Bla-A, Bla-B, Bla1, Bla2, BlaA, blaACT-12, blaACT-14, blaACT-15, blaACT-17, blaACT-18, blaACT-19, blaACT-22, BlaB, BlaC, blaCMY-126, blaCMY-2, blaCMY-65, blaCMY-66, blaCMY-67, blaCMY-68, blaCMY-70, blaCMY-71, blaCMY-74, blaCMY-83, blaCMY-93, blaCTX-M-14, blaCTX-M-15, blaCTX-M-27, blaCTX-M-55, BLAIMP, blaIMP-4, blaKPC-2, blaLUT-1, BlaMab, blaNDM-1, blaNDM-7, blaoxa-1, blaSHV-1, blaSHV-14, blaTEM-1, blaToho-11, blaVIM-2, BS3, CAR-1 enzyme, CARB-3, carbapenem-hydrolysing MBL, carbapenem-hydrolyzing ambler class D beta-lactamase, carbapenem-hydrolyzing class A beta-lactamase, carbapenemase, carbapenemase CphA, Carbenicillinase, CcrA, cefotaximase, ceftazidimase, cefurooximase, Cefuroximase, Cephalosporinase, cephamycinase, CIA-1, CKO, class A beta-lactamase, class A beta-lactamase CKO-1, class A beta-lactamase CKO-2, class A beta-lactamase CKO-3, class A beta-lactamase CKO-4, class A TEM-2 beta-lactamase, class A TEM-2 enzyme, class B beta-lactamase SFB-1, class B beta-lactamase SLB-1, class B carbapenemase, class B metallo-beta-lactamase, class B metallo-beta-lactamase L-1, class C beta-lactamase, class C cephalosporinase, class C P99 beta-lactamase, class D beta lactamase, class D beta-lactamase, class D OXA-1 beta-lactamase, class D oxacillinase, CMY-1, CMY-10, CMY-2-type beta-lactamase, CMY-37, CphA, CTX-M beta-lactamase, CTX-M-1, CTX-M-14, CTX-M-64, CTX-M-64 beta-lactamase, EC 3.5.2.8, ESBL, Est-Y29, EstSRT1, exo-small beta-lactamase, extended spectrum beta-lactamase, extended-spectrum beta-lactamase, extended-spectrum beta-lactamase TEM-60, extended-spectrum-beta-lactamase, FEZ-1 metallo-beta-lactamase, FOX-4, FUS-1, GC1 beta-lactamase, GES-1, GES-2, GES-5, GES-type beta-lactamase, GIM-1, Imipenem-cefoxitin hydrolyzing enzyme, imipenemase, ImiS, IMP-1, IMP-10, IMP-12, IMP-13, IMP-15, IMP-16, IMP-18, IMP-2, IMP-2 MBL, IMP-9-type metallo-beta-lactamase, IMP-like metallo-beta-lactamase, IMP-type beta-lactamase, IMP-type metallo-beta-lactamase, IND-5, KHM-1, KLUA-9, KPC beta-lactamase, KPC-2, KPC-2 beta-lactamase, KPC-3, L1, L1 beta-lactamase, L1 metallo-beta-lactamase, L2 beta-lactamase, LHK-5, LUT-1 beta-lactamase, M19, M29, M37, MacQ, MbetaL, mbetal L1, MBL, metagenome-derived family VIII carboxylesterase, metallo-beta -lactamase, metallo-beta-L-lactamase, metallo-beta-lactamase, metallo-beta-lactamase BceII, metallo-beta-lactamase BcII, metallo-beta-lactamase ImiS, metallo-beta-lactamase IMP-1, metallo-beta-lactamase L1, metallo-beta-lactamase type 2, metallo-beta-lactamase VIM-1, metallo-beta-lactamase VIM-2, metallo-beta-lactamase VIM-6, MFO, MIR-4 beta-lactamase, More, Mox-1, Mox-1 beta-lactamase, MSMEG_4455, NDM, NDM-1, NDM-10, NDM-12, NDM-2, NDM-3, NDM-4, NDM-5, NDM-6, NDM-7, NDM-8, NDM-9, neutrapen, New Delhi MbetaL-1, New Delhi MBL, New Delhi metallo-beta-lactamase, New Delhi metallo-beta-lactamase-1, OXA group I, OXA group II, OXA-1, oxa-1 beta-lactamase, OXA-10, OXA-10 beta-lactamase, OXA-10 enzyme, OXA-17, OXA-18, OXA-2, OXA-229, OXA-24, OXA-24 beta-lactamase, OXA-40, OXA-48 carbapenemase, Oxa-50, OXA-55, OXA-57, OXA-63, OXA-69, OXA-85, OXA-type metallo-beta-lactamase, OXA114, Oxacillinase, oxycillinase, P99, P99 beta-lactamase, PenA, PenB1 beta-lactamase, PenB2, PenB3, PenB4, penicillinase, penicillinase I, II, PenP, PER-1, PER-2, plasmidic class C beta-lactamase, POM-1, poxB, PSE-1, PSE-4, serine beta-lactamase, SFC-1, Sfh-I, SHV, SHV beta-lactamase, SHV-1, SHV-1 beta-lactamase, SHV-1 penicillinase, SHV-14 beta-lactamase, SHV-2A, SHV-4, SHV-5, SHV-55, SHV-type beta-lactamase, SHV-type extended spectrum beta-lactamase, SIM-1, SMB-1, SME-1, SPM-1, ST1585, subclass B1 metallo-?-lactamase, subclass B3 metallo-beta-lactamase, TEM, TEM extended-spectrum beta-lactamase, TEM-1, TEM-1 beta-lactamase, TEM-107, TEM-116, TEM-149, TEM-21, TEM-8, TEM-type beta-lactamase, TEM1, THIN-B metallo-beta-lactamase, TMB-1, Toho-1, TRU-1, Verona integron-encoded MBL, Verona integron-encoded MBL-2, VIM, VIM-1, VIM-1 metallo-beta-lactamase, VIM-11, VIM-12, VIM-13, VIM-2, VIM-2 metallo-beta-lactamase, VIM-3, VIM-4, VIM-5, VIM-6, VIM-6 enzyme, VIM-7, VIM-metallo beta-lactamase, VIM-type MBL, VIM-type metallo-beta-lactamase, zinc beta-lactamase, Zn-beta-lactamase

ECTree

     3 Hydrolases
         3.5 Acting on carbon-nitrogen bonds, other than peptide bonds
             3.5.2 In cyclic amides
                3.5.2.6 beta-lactamase

Natural Substrates Products

Natural Substrates Products on EC 3.5.2.6 - beta-lactamase

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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
a beta-lactam + H2O
a substituted beta-amino acid
show the reaction diagram
amikacin + H2O
?
show the reaction diagram
amoxicillin + H2O
(2R,4S)-2-[(R)-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino](carboxy)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
amoxicillin + H2O
(2R,4S)-2-[[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino](carboxy)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
ampicilin + H2O
(2R,4S)-2-[(R)-[[(2R)-2-amino-2-phenylacetyl]amino](carboxy)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
-
-
-
?
ampicillin + H2O
(2R,4S)-2-[(R)-[[(2R)-2-amino-2-phenylacetyl]amino](carboxy)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
aztreonam + H2O
[(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
show the reaction diagram
aztreonam + H2O
[(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
show the reaction diagram
benzylpenicillin + H2O
(2R,4S)-2-[(R)-carboxy(2-phenylacetamido)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
biapenem + H2O
(4R,5S)-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-3-[(6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium-6-yl)sulfanyl]-4-methyl-4,5-dihydro-1H-pyrrole-2-carboxylate
show the reaction diagram
-
activity in resistant strains
-
-
?
carbapenem + H2O
[(2R)-2,3-dihydro-1H-pyrrol-2-yl]acetic acid
show the reaction diagram
carbenicillin + H2O
(2R,4S)-2-((R)-carboxy[2-carboxy(phenyl)acetamido]methyl)-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
AB702957
-
-
-
?
cefadroxil + H2O
(2R)-2-[((R)-([(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino)carboxy)methyl]-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
show the reaction diagram
AB702957
-
-
-
?
cefalotin + H2O
(2R)-5-[(acetyloxy)methyl]-2-[(R)-carboxy[2-(thiophen-2-yl)acetamido]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
show the reaction diagram
cefamandole + H2O
(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
show the reaction diagram
cefamandole + H2O
(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
show the reaction diagram
-
-
-
-
?
cefazolin + H2O
(2R)-2-[(R)-carboxy[(1H-tetrazol-1-ylacetyl)amino]methyl]-5-[[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
show the reaction diagram
cefepime + H2O
(2R)-2-[(R)-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino](carboxy)methyl]-5-[(1-methylpyrrolidin-1-ium-1-yl)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
show the reaction diagram
cefepime + H2O
(2R)-2-[(R)-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino](carboxy)methyl]-5-[(1-methylpyrrolidinium-1-yl)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
show the reaction diagram
-
-
-
-
?
cefepime + H2O
?
show the reaction diagram
cefixime + H2O
?
show the reaction diagram
-
-
-
-
?
cefoperazone + H2O
(2R)-2-[(R)-carboxy([(2S)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetyl]amino)methyl]-5-([(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl)-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
show the reaction diagram
-
-
-
?
cefoperazone + H2O
(2R)-2-[(R)-carboxy{[(2S)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetyl]amino}methyl]-5-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
show the reaction diagram
cefotaxime + H2O
(2R)-5-[(acetyloxy)methyl]-2-[(R)-[[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino](carboxy)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
show the reaction diagram
cefotiam + H2O
(2R)-2-[(R)-[2-(2-amino-1,3-thiazol-4-yl)acetamido](carboxy)methyl]-5-[({1-[2-(dimethylamino)ethyl]-1H-tetrazol-5-yl}sulfanyl)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
show the reaction diagram
-
-
-
-
?
cefoxitin + H2O
(2R)-5-[(carbamoyloxy)methyl]-2-[(S)-carboxy(methoxy)[2-(thiophen-2-yl)acetamido]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
show the reaction diagram
ceftaxidime + H2O
(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
show the reaction diagram
ceftazidime + H2O
(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
show the reaction diagram
-
-
-
?
ceftazidime + H2O
?
show the reaction diagram
ceftizoxime + H2O
?
show the reaction diagram
-
-
-
-
?
ceftriaxone + H2O
(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
show the reaction diagram
-
-
-
?
ceftriaxone + H2O
?
show the reaction diagram
cefuroxime + H2O
(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
show the reaction diagram
-
-
-
?
cephalexin + H2O
(2R)-2-[(R)-[[(2R)-2-amino-2-phenylacetyl]amino](carboxy)methyl]-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
show the reaction diagram
cephalexin + H2O
?
show the reaction diagram
AB702957
-
-
-
?
cephaloridine + H2O
(2R)-2-[(R)-carboxy[(thiophen-2-ylacetyl)amino]methyl]-5-(pyridinium-1-ylmethyl)-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
show the reaction diagram
cephalosporin + H2O
?
show the reaction diagram
cephalothin + H2O
(2R)-5-[(acetyloxy)methyl]-2-[(R)-carboxy[(thiophen-2-ylacetyl)amino]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
show the reaction diagram
cephalothin + H2O
(2R)-5-[(acetyloxy)methyl]-2-[(R)-carboxy[2-(thiophen-2-yl)acetamido]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
show the reaction diagram
cephalothin + H2O
?
show the reaction diagram
ciprofloxacin + H2O
?
show the reaction diagram
-
-
-
-
?
colistin + H2O
?
show the reaction diagram
-
-
-
-
?
doripenem + H2O
(4R,5S)-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-4-methyl-3-(((3S,5S)-5-[(sulfamoylamino)methyl]pyrrolidin-3-yl)sulfanyl)-4,5-dihydro-1H-pyrrole-2-carboxylic acid
show the reaction diagram
-
-
-
?
doripenem + H2O
(4R,5S)-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-4-methyl-3-([(3S,5S)-5-[(sulfamoylamino)methyl]pyrrolidin-3-yl]sulfanyl)-4,5-dihydro-1H-pyrrole-2-carboxylic acid
show the reaction diagram
-
-
-
?
ertapenem + H2O
(4R,5S)-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-3-([(3S,5S)-5-[(3-carboxyphenyl)carbamoyl]pyrrolidin-3-yl]sulfanyl)-4-methyl-4,5-dihydro-1H-pyrrole-2-carboxylic acid
show the reaction diagram
-
-
-
?
gentamicin + H2O
?
show the reaction diagram
-
-
-
-
?
imipenem + H2O
(5R)-3-[[2-(carbonoimidoylamino)ethyl]sulfanyl]-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-4,5-dihydro-1H-pyrrole-2-carboxylic acid
show the reaction diagram
imipenem + H2O
(5R)-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-3-([2-[(iminomethyl)amino]ethyl]sulfanyl)-4,5-dihydro-1H-pyrrole-2-carboxylic acid
show the reaction diagram
imipenem + H2O
(5R)-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-3-({2-[(iminomethyl)amino]ethyl}sulfanyl)-4,5-dihydro-1H-pyrrole-2-carboxylic acid
show the reaction diagram
meropenem + H2O
(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
show the reaction diagram
meropenem + H2O
(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
show the reaction diagram
moxalactam + H2O
?
show the reaction diagram
nitrocefin + H2O
(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
show the reaction diagram
-
-
-
?
nitrocefin + H2O
(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
show the reaction diagram
-
-
-
?
penicillin G + H2O
(2R,4S)-2-[(R)-carboxy[(phenylacetyl)amino]methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
piperacillin + H2O
(2R,4S)-2-[(R)-carboxy([(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-phenylacetyl]amino)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
additional information
?
-