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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

Substrates Products

Substrates Products on EC 3.5.2.6 - beta-lactamase

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(5R,6E)-6-[(4H,6H-pyrazolo[1,5-c][1,3]thiazol-2-yl)methylidene]-4-thia-1-azabicyclo[3.2.0]hept-2-en-7-one + H2O
(2E)-2-[(2R)-2,3-dihydro-1,3-thiazol-2-yl]-3-(4H,6H-pyrazolo[1,5-c][1,3]thiazol-2-yl)prop-2-enoic acid
show the reaction diagram
-
-
-
?
(5R,6Z)-6-[(1,6,7,8a-tetrahydro-5H-imidazo[2,1-b][1,3]oxazin-2-yl)methylidene]-4-thia-1-azabicyclo[3.2.0]hept-2-en-7-one + H2O
(2Z)-2-[(2R)-2,3-dihydro-1,3-thiazol-2-yl]-3-(1,6,7,8a-tetrahydro-5H-imidazo[2,1-b][1,3]oxazin-2-yl)prop-2-enoic acid
show the reaction diagram
-
-
-
?
(6R,7R)-3-[(acetyloxy)methyl]-7-(formylamino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate + H2O
(2R)-5-[(acetyloxy)methyl]-2-[(R)-carboxy(formylamino)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
show the reaction diagram
(6R,7R)-3-[(acetyloxy)methyl]-7-(hydroxyamino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate + H2O
(2R)-5-[(acetyloxy)methyl]-2-[(R)-carboxy(hydroxyamino)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
show the reaction diagram
-
-
-
-
?
(6R,7R)-3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate + H2O
(2R)-5-[(acetyloxy)methyl]-2-[(R)-amino(carboxy)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
show the reaction diagram
-
-
-
-
?
(6R,7R)-3-[(acetyloxy)methyl]-7-[formyl(hydroxy)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate + H2O
(2R)-5-[(acetyloxy)methyl]-2-[(R)-carboxy[formyl(hydroxy)amino]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
show the reaction diagram
-
-
-
-
?
(6R,7R)-3-[(acetyloxy)methyl]-7-[hydroxy(phenylacetyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate + H2O
(2R)-5-[(acetyloxy)methyl]-2-[(R)-carboxy[hydroxy(phenylacetyl)amino]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
show the reaction diagram
(6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[(thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate + H2O
(2R)-5-[(acetyloxy)methyl]-2-[(R)-carboxy[(thiophen-2-ylacetyl)amino]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
show the reaction diagram
(6R,7S)-3-[(3-carboxy-4-nitro-phenyl)sulfanylmethyl]-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo-[4.2.0]-oct-2-ene-2-carboxylic acid + H2O
?
show the reaction diagram
-
-
-
?
(6R,7Z)-3-[(acetyloxy)methyl]-7-(hydroxyimino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate + H2O
(2R)-5-[(acetyloxy)methyl]-2-[(Z)-carboxy(hydroxyimino)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
show the reaction diagram
-
-
-
-
?
(6R,7Z)-7-(hydroxyimino)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 5,5-dioxide + H2O
(2R)-2-[(Z)-carboxy(hydroxyimino)methyl]-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylate 1,1-dioxide
show the reaction diagram
-
-
-
-
?
(7R)-7-(benzyloxycarbonylamino)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate + H2O
2-[(R)-{[(benzyloxy)carbonyl]amino}(carboxy)methyl]-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
show the reaction diagram
(7S)-7-(benzyloxycarbonylamino)-3-methyl-8-thioxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate + H2O
2-[(S)-{[(benzyloxy)carbonyl]amino}(carboxy)methyl]-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
show the reaction diagram
2-(2-(2-phenylacetamido)acetoxy)acetate + H2O
?
show the reaction diagram
2-(2-(2-phenylacetamido)ethanethioyloxy)acetate + H2O
?
show the reaction diagram
-
2-(2-(2-phenylacetamido)ethanethioyloxy)acetate is much poorer a substrate than 2-(2-(2-phenylacetamido)acetoxy)acetate
-
-
?
2-azabicyclo[2.2.1]hept-5-en-3-one + H2O
(+)-2-azabicyclo[2.2.1]hept-5-en-3-one + (-)-4-amino-cyclopent-2-enecarboxylic acid
show the reaction diagram
-
-
-
-
?
2-azabicyclo[2.2.1]hept-5-en-3-one + H2O
(-)-2-azabicyclo[2.2.1]hept-5-en-3-one + (+)-4-amino-cyclopent-2-enecarboxylic acid
show the reaction diagram
-
-
-
-
?
3-(2-(2-phenylacetamido)acetoxy)benzoate + H2O
?
show the reaction diagram
-
-
-
-
?
3-([3-dibenzylamino-3-oxopropanoyl]oxy)benzoic acid + H2O
?
show the reaction diagram
-
-
-
?
3-([3-[benzyl(methyl)amino]-3-oxopropanoyl]oxy)benzoic acid + H2O
?
show the reaction diagram
-
-
-
?
3-([N-(phenylacetyl)glycyl]oxy)benzoic acid + H2O
?
show the reaction diagram
-
-
-
-
?
3-([N-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]glycyl]oxy)benzoic acid + H2O
?
show the reaction diagram
3-([[(2R)-3-(benzylamino)-2-methoxy-3-oxopropanoyl]oxy]methyl)benzoic acid + H2O
?
show the reaction diagram
-
-
-
?
3-([[(2R)-3-(benzylamino)-2-methyl-3-oxopropanoyl]oxy]methyl)benzoic acid + H2O
?
show the reaction diagram
-
-
-
?
3-([[(2S)-3-(benzylamino)-2-methoxy-3-oxopropanoyl]oxy]methyl)benzoic acid + H2O
?
show the reaction diagram
-
-
-
?
3-([[(2S)-3-(benzylamino)-2-methyl-3-oxopropanoyl]oxy]methyl)benzoic acid + H2O
?
show the reaction diagram
-
-
-
?
3-([[2-benzyl-3-oxo-3-(benzylamino)propanoyl]oxy]methyl)benzoic acid + H2O
?
show the reaction diagram
-
-
-
?
3-nitrophenyl (2S)-2-hydroxy-3-phenylpropanoate + H2O
?
show the reaction diagram
-
-
-
?
3-[2-(2-aminothiazol-4-yl)2-(Z)-methoxyiminoacetylglycyl]oxybenzoic acid + H2O
?
show the reaction diagram
-
-
-
-
?
3-[[(2S)-2-hydroxy-3-phenylpropanoyl]oxy]benzoic acid + H2O
?
show the reaction diagram
-
-
-
?
4beta-methoxy-trinem + H2O
(1R,4R,7aS)-1-[(2R)-1-carboxy-2-hydroxypropyl]-4-methoxy-2,4,5,6,7,7a-hexahydro-1H-isoindole-3-carboxylic acid
show the reaction diagram
6-aminopenicillanic acid + H2O
(2R,4S)-2-[amino(carboxy)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
6-beta-iodopenicillanate + H2O
(2R,4S)-2-[(R)-carboxy(iodo)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylate
show the reaction diagram
-
-
-
-
?
7-(thienyl-2-acetamido)-3-[2-(4-N,N-dimethylaminophenylazo)pyridinium-methyl]-3-cephem-4-carboxylic acid + H2O
(2R)-2-[(R)-carboxy{(E)-[1-hydroxy-2-(thiophen-2-yl)ethylidene]amino}methyl]-5-{[(2E)-2-{[4-(dimethyliminio)cyclohexa-2,5-dien-1-ylidene]hydrazinylidene}pyridin-1(2H)-yl]methyl}-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
show the reaction diagram
7-beta-formamidoyl-7-alpha-methoxycephalosporanic acid + H2O
(2R)-5-[(acetyloxy)methyl]-2-{(S)-carboxy[(E)-(hydroxymethylidene)amino]methoxymethyl}-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
show the reaction diagram
-
-
-
?
7alpha-aminocephalosporanic acid + H2O
(2R)-5-[(acetyloxy)methyl]-2-[(S)-amino(carboxy)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
show the reaction diagram
7beta-aminocephalosporanic acid + H2O
(2R)-5-[(acetyloxy)methyl]-2-[(R)-amino(carboxy)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
show the reaction diagram
7beta-[(thien-2-yl)acetamido]-3-[(4-nitro-3-carboxyphenylthio)methyl]-3-cephem-4-carboxylic acid + H2O
(2R)-2-[(R)-carboxy{(E)-[1-hydroxy-2-(thiophen-2-yl)ethylidene]amino}methyl]-5-{[(3-carboxy-4-nitrophenyl)sulfanyl]methyl}-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
show the reaction diagram
-
-
-
-
?
a beta-lactam + H2O
a substituted beta-amino acid
show the reaction diagram
a penicillin + H2O
a penicilloic 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-[(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
azlocillin + H2O
(2R,4S)-2-[(R)-carboxy({(2R)-2-[(2-oxoimidazolidine-1-carbonyl)amino]-2-phenylacetyl}amino)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
aztreonam + H2O
[(1S,2S)-1-[[(2Z)-2-(2-ammonio-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
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
benzyl cephalosporin C + H2O
(2R)-5-[(acetyloxy)methyl]-2-[(R)-{[(5R)-5-amino-6-(benzyloxy)-6-oxohexanoyl]amino}(carboxy)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
show the reaction diagram
benzyl [[(2R)-2-hydroxy-3-phenylpropanoyl]oxy]carbamate + H2O
? + hydroxamate
show the reaction diagram
-
-
-
?
benzyl [[(2S)-2-hydroxy-2-phenylacetyl]oxy]carbamate + H2O
? + hydroxamate
show the reaction diagram
-
-
-
?
benzyl [[(2S)-2-hydroxy-3-phenylpropanoyl]oxy]carbamate + H2O
? + hydroxamate
show the reaction diagram
-
-
-
?
benzyl [[(2S)-2-hydroxy-4-phenylbutanoyl]oxy]carbamate + H2O
? + hydroxamate
show the reaction diagram
-
-
-
?
benzyl [[(2S)-2-hydroxypropanoyl]oxy]carbamate + H2O
? + hydroxamate
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
benzylpenicillin + H2O
(2R,4S)-2-[(R)-carboxy[(phenylacetyl)amino]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
Bocillin-FL + H2O
?
show the reaction diagram
activity analysis with Bocillin-FL, a fluorescent penicillin
-
-
?
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
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
cefaclor + H2O
(2R)-2-[(R)-{[(2R)-2-amino-2-phenylacetyl]amino}(carboxy)methyl]-5-chloro-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
show the reaction diagram
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
-
-
-
?
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
-
-
-
-
?
cefaloridine + H2O
(2R)-2-{(R)-carboxy[2-(thiophen-2-yl)acetamido]methyl}-5-[(pyridin-1-ium-1-yl)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
show the reaction diagram
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
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
cefazolin + H2O
(2R)-2-[(R)-carboxy[2-(1H-tetrazol-1-yl)acetamido]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
cefcapene + H2O
(2R)-2-[(R)-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)pent-2-enoyl]amino}(carboxy)methyl]-5-[(carbamoyloxy)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
show the reaction diagram
-
-
-
-
?
cefdinir + H2O
(2R)-2-[(R)-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(hydroxyimino)acetyl]amino}(carboxy)methyl]-5-ethenyl-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
-
-
-
-
?
cefmetazole + H2O
(2R)-2-[(S)-carboxy{2-[(cyanomethyl)sulfanyl]acetamido}methoxymethyl]-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
-
-
-
?
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
cefotaxime + H2O
?
show the reaction diagram
-
-
-
?
cefotetan + H2O
(2R)-2-[(S)-{[4-(2-amino-1-carboxy-2-oxoethylidene)-1,3-dithietane-2-carbonyl]amino}(carboxy)methoxymethyl]-5-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]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)[(thiophen-2-ylacetyl)amino]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
cefoxitin + H2O
?
show the reaction diagram
-
-
-
?
cefpirome + H2O
(2S)-2-[(R)-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}(carboxy)methyl]-5-[(6,7-dihydro-5H-cyclopenta[b]pyridin-1-ium-1-yl)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
show the reaction diagram
cefpodoxime + H2O
(2R)-2-[(R)-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}(carboxy)methyl]-5-(methoxymethyl)-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
show the reaction diagram
-
-
-
-
?
cefprozil + H2O
(2R)-2-[(R)-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}(carboxy)methyl]-5-[(1E)-prop-1-en-1-yl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
show the reaction diagram
-
-
-
-
?
cefsulodin + H2O
(2R)-5-[(4-carbamoylpyridin-1-ium-1-yl)methyl]-2-[(R)-carboxy{[(2R)-2-phenyl-2-sulfoacetyl]amino}methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
show the reaction diagram
cefsulodine + H2O
(2R)-5-[(4-carbamoylpyridin-1-ium-1-yl)methyl]-2-[(R)-carboxy{[(2R)-2-phenyl-2-sulfoacetyl]amino}methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
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
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-(pyridinium-1-ylmethyl)-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
(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
(2R)-2-[(R)-{[(2Z)-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
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
(2R)-2-[(R)-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino](carboxy)methyl]-5-[[(6-hydroxy-2-methyl-5-oxo-2,5-dihydro-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
-
-
-
?
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
cefuroxime + H2O
?
show the reaction diagram
-
-
-
?
CENTA + H2O
(2R)-5-{[(3-carboxy-4-nitrophenyl)sulfanyl]methyl}-2-{(R)-carboxy[2-(thiophen-2-yl)acetamido]methyl}-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
show the reaction diagram
CENTA + H2O
?
show the reaction diagram
commercial chromogenic substrate
-
-
?
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
-
-
-
?
cephaloglycin + H2O
(2R)-5-[(acetyloxy)methyl]-2-[(R)-{[(2R)-2-amino-2-phenylacetyl]amino}(carboxy)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
show the reaction diagram
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
cephalosporin C + H2O
N6-[(R)-{(2R)-5-[(acetyloxy)methyl]-4-carboxy-3,6-dihydro-2H-1,3-thiazin-2-yl}(carboxy)methyl]-6-oxo-D-lysine
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
cephalotin + 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
cephamandol + 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
-
-
-
-
?
cephapirin + H2O
(2R)-5-[(acetyloxy)methyl]-2-[(R)-carboxy{2-[(pyridin-4-yl)sulfanyl]acetamido}methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
show the reaction diagram
cephradine + H2O
(2R)-2-[(R)-{[(2R)-2-amino-2-(cyclohexa-1,4-dien-1-yl)acetyl]amino}(carboxy)methyl]-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
show the reaction diagram
chromacef + H2O
(2S)-2-[(S)-carboxy(2-phenylacetamido)methyl]-5-[(E)-2-(4-nitrophenyl)ethenyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
show the reaction diagram
-
-
-
?
ciclacillin + H2O
(2R,4S)-2-[(R)-[(1-aminocyclohexane-1-carbonyl)amino](carboxy)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
-
-
-
-
?
ciprofloxacin + H2O
?
show the reaction diagram
-
-
-
-
?
clavulanic acid + H2O
(2R,4R,5Z)-2-(carboxymethyl)-5-(2-hydroxyethylidene)-1,3-oxazolidine-4-carboxylic acid
show the reaction diagram
cloxacillin + H2O
(2R,4S)-2-[(R)-carboxy([[3-(2-chlorophenyl)-5-methyl-1,2-oxazol-4-yl]carbonyl]amino)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
plasmid pGEM-T-easy
-
-
-
-
?
cloxacillin + H2O
(2R,4S)-2-[(R)-carboxy{[3-(2-chlorophenyl)-5-methyl-1,2-oxazole-4-carbonyl]amino}methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
colistin + H2O
?
show the reaction diagram
-
-
-
-
?
CP 45899 + H2O
(2R,4S)-2-(carboxymethyl)-5,5-dimethyl-1,1-dioxo-1lambda~6~,3-thiazolidine-4-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
-
-
-
?
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
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
ertapenem + H2O
?
show the reaction diagram
-
-
-
?
faropenem + H2O
(2R)-2-[(1S,2R)-1-carboxy-2-hydroxypropyl]-5-[(2R)-tetrahydrofuran-2-yl]-2,3-dihydro-1,3-thiazole-4-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
imipenem + H2O
?
show the reaction diagram
-
-
-
?
L-Ala-gamma-D-Glu-L-Lys-D-Ala-D-Ala + H2O
?
show the reaction diagram
peptidoglycan-mimetic pentapeptide substrate
-
-
?
L-valyl-(5S)-3,5-dihydroxylysine + H2O
?
show the reaction diagram
-
-
-
-
?
loracarbef + H2O
(6R)-6-[(S)-{[(2R)-2-amino-2-phenylacetyl]amino}(carboxy)methyl]-3-chloro-1,4,5,6-tetrahydropyridine-2-carboxylic acid
show the reaction diagram
-
-
-
-
?
mecillinam + H2O
(2R,4S)-2-[(R)-{(E)-[(azepan-1-yl)methylidene]amino}(carboxy)methyl]-5,5-dimethyl-1,3-thiazolidine-4-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
meropenem + H2O
?
show the reaction diagram
-
-
-
?
methicillin + H2O
(2R,4S)-2-[(R)-carboxy(2,6-dimethoxybenzamido)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
mezlocillin + H2O
(2R,4S)-2-[(R)-carboxy{[(2R)-2-{[3-(methanesulfonyl)-2-oxoimidazolidine-1-carbonyl]amino}-2-phenylacetyl]amino}methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
moxalactam + H2O
(2R)-2-{(R)-carboxy[2-carboxy(4-hydroxyphenyl)acetamido]methoxymethyl}-5-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-3,6-dihydro-2H-1,3-oxazine-4-carboxylic acid
show the reaction diagram
moxalactam + H2O
?
show the reaction diagram
N-(phenylacetyl)thioglycylglycolic acid + H2O
phenylacetylglycine + glycolate
show the reaction diagram
Nepsilon-diacetyl-L-Lys-D-Ala-D-Ala + H2O
?
show the reaction diagram
artificial substrate
-
-
?
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[(thiophen-2-ylacetyl)amino]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
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
?
show the reaction diagram
nitrocefin shows autohydrolysis at pH 7.5-9.0 in Tris buffer, while not in HEPES buffer with the same pH
-
-
?
oxacillin + H2O
(2R,4S)-2-((R)-carboxy[(5-methyl-3-phenyl-1,2-oxazole-4-carbonyl)amino]methyl)-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
-
-
-
?
oxacillin + H2O
(2R,4S)-2-[(R)-carboxy[[(5-methyl-3-phenyl-1,2-oxazol-4-yl)carbonyl]amino]methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
oxacillin + H2O
(2R,4S)-2-{(R)-carboxy[(5-methyl-3-phenyl-1,2-oxazole-4-carbonyl)amino]methyl}-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
panipenem + H2O
(5R)-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-3-[[(3S)-1-ethanimidoylpyrrolidin-3-yl]sulfanyl]-4,5-dihydro-1H-pyrrole-2-carboxylic acid
show the reaction diagram
penicillin + H2O
?
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
penicillin N + H2O
N6-{(R)-carboxy[(2R,4S)-4-carboxy-5,5-dimethyl-1,3-thiazolidin-2-yl]methyl}-6-oxo-D-lysine
show the reaction diagram
-
-
-
-
?
penicillin V + H2O
(2R,4S)-2-[(R)-carboxy(2-phenoxyacetamido)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
-
-
-
-
?
phenoxyethylpenicillin + H2O
(2R,4S)-2-[(R)-carboxy(3-phenoxypropanamido)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
-
-
-
-
?
phenoxymethylpenicillin + H2O
(2R,4S)-2-[(R)-carboxy(2-phenoxyacetamido)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
phenoxypenicillin + H2O
(2R,4S)-2-{(R)-carboxy[(phenoxycarbonyl)amino]methyl}-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
-
beta-lactamase A
-
-
?
phenoxypropylpenicillin + H2O
(2R,4S)-2-[carboxy(4-phenoxybutanamido)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
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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
piperacillin + H2O
(2R,4S)-2-[(R)-carboxy[[(2R)-2-[[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino]-2-phenylacetyl]amino]methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
sanfetrinem + H2O
(1R,4S,7aS)-1-[(1S,2R)-1-carboxy-2-hydroxypropyl]-4-methoxy-2,4,5,6,7,7a-hexahydro-1H-isoindole-3-carboxylic acid
show the reaction diagram
sulbactam + H2O
(2R,4S)-2-(carboxymethyl)-5,5-dimethyl-1,1-dioxo-1lambda~6~,3-thiazolidine-4-carboxylic acid
show the reaction diagram
tazobactam + H2O
(2R,4S,5S)-2-(carboxymethyl)-5-methyl-1,1-dioxo-5-[(1H-1,2,3-triazol-1-yl)methyl]-1lambda6,3-thiazolidine-4-carboxylic acid
show the reaction diagram
tazobactam + H2O
(2R,4S,5S)-2-(carboxymethyl)-5-methyl-1,1-dioxo-5-[(1H-1,2,3-triazol-1-yl)methyl]-1lambda~6~,3-thiazolidine-4-carboxylic acid
show the reaction diagram
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tebipenem + H2O
(4R,5S)-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-3-[[1-(4,5-dihydro-1,3-thiazol-2-yl)azetidin-3-yl]sulfanyl]-4-methyl-4,5-dihydro-1H-pyrrole-2-carboxylic acid
show the reaction diagram
very low activity, active site of BlaC-tebipenem Michaelis-Menten complex showing interactions and interatomic distances between tebipenem and active site residues, overview
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temocillin + H2O
(2R,4S)-2-[(S)-carboxy[[carboxy(thiophen-3-yl)acetyl]amino]methoxymethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
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ticarcillin + H2O
(2R,4S)-2-[(R)-carboxy[[(2R)-2-carboxy-2-(thiophen-3-yl)acetyl]amino]methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
show the reaction diagram
additional information
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