Information on EC 3.4.16.4 - serine-type D-Ala-D-Ala carboxypeptidase

Word Map on EC 3.4.16.4
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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
3.4.16.4
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RECOMMENDED NAME
GeneOntology No.
serine-type D-Ala-D-Ala carboxypeptidase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
Preferential cleavage: (Ac)2-L-Lys-D-Ala-/-D-Ala. Also transpeptidation of peptidyl-alanyl moieties that are N-acyl substituents of D-alanine
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis
hydrolysis of amide bond
-
hydrolysis of peptide bond
transpeptidation
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
peptidoglycan biosynthesis II (staphylococci)
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peptidoglycan biosynthesis IV (Enterococcus faecium)
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peptidoglycan maturation (meso-diaminopimelate containing)
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peptidoglycan biosynthesis
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Peptidoglycan biosynthesis
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Metabolic pathways
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CAS REGISTRY NUMBER
COMMENTARY hide
9077-67-2
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
animal
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
544 Brucella abortus biovar 1 strain and strain K23
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Manually annotated by BRENDA team
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
BM 4147
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Manually annotated by BRENDA team
BM4339
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Manually annotated by BRENDA team
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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1104730 A+, 1105019 A+, 1107626 A+, 1246874 A+, 1358649 A+, 1358655 A+, 1400218 A+, 1400231 A+, 1400286 A+, 1400343 A+, 1400364 A+, 1400405 A+, 1400410 A+, 1400412 A+, 1400433 A+, 1400514 A+, 1400543 A+, 1400616 A+, 1400673 A+, 1400677 A+, 1400704 A+, 1400706 A+, 1400722 A+, 1400754 A+, 1400832 A+, 1400850 A+, 1400884 A+, 1400888 A+, 1400898 A+, 1400901 A+, 1400939 A+, 1400953 A+, 1400954 A+, 1400956 A+, 1400966 A+, 1400994 A+, 1401005 A+, 1401015 A+, 1401016 A+, 1401045 A+, 1401061 A+, 1401079 A+, 1401099 A+, 1401103 A+, 1401112 A+, 1401121 A+, 1401126 A+, 1401142 A+, 1401150 A+, 1401159 A+, 1401173 A+, 1401182 A+, 1401210 A+, 1401212 A+, 1401221 A+, 1401227 A+, 1401230 A+, 2148062 A+, 2148078 A+, 2148731 A+, 2155943 A+, 2165818 A+, 2298911 A+, 2298972 A+, 2299135 A+, 2299184 A+, 2413416 A+, 2414775 A+, 2526372 A+, 2526396 A+, 2526398 A+, 2526414 A+, 2526448 A+, 2526456 A+, 2526458 A+, 2526469 A+, 2526471 A+, 2526477 A+, 2526504 A+, 2526523 A+, 2526543 A+, 2526563 A+, 2526570 A+, 2526579 A+, 2526587 A+, 2526598 A+, 2526609 A+, 2526615 A+, 2526629 A+, 2526631 A+, 2526649 A+, 2526656 A+, 2526666 A+, 2526668 A+, 2526674 A+, 2526680 A+, 2526690 A+, 2526696 A+, 2526704 A+, 2526707 A+, 2526712 A+, 2526724 A+, 2526725 A+, 2526729 A+, 2526744 A+, 2526751 A+, 2526753 A+, 487937 A+, 487938 A+, 683684 A+, 693252 A+, 719952 A+, 789101 A+, 789166 A+, 817909 A+, 821556 A+, 821558 A+, 821606 A+, 821653 A+, 821708 A+, 821715 A+, 821718 A+, 821719 A+, 821720 A+, 821721 A+, 821897 A+, 821902 A+, 821920 A+, 821938 A+, 821960 A+, 822033 A+, 822034 A+, 822044 A+, 822045 A+, 822050 A+, 822053 A+, 822068 A+, 822080 A+, 822086 A+, 822092 A+, 822093 A+, 822096 A+, 822102 A+, 822105 A+, 822106 A+, 834027 A+, 856353 A+, 821942 A+++, 821946 A+++, 821988 A+++, 821997 A+++, 822000 A+++, 822081 A+++, 822090 A+++
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
plant
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
Streptomyces pneumoniae
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Manually annotated by BRENDA team
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
Vibrio cholerae ATCC 39315
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UniProt
Manually annotated by BRENDA team
KP+, serotype O3:K6
UniProt
Manually annotated by BRENDA team
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Automatic Mining of ENzyme DAta
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
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loss of penicillin-binding protein 5 enhances beta-lactam susceptibility, the observed susceptibilities for ampicillin, piperacillin, amoxicillin, penicillin G, cefadroxil and cefalexin are enhanced by 4fold and for cefalothin and cefaclor the susceptibilities are at least 8fold higher in the mutants
physiological function
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(2R)-2-[[N-(phenylacetyl)glycyl]sulfanyl]propanoic acid + H2O
?
show the reaction diagram
-
-
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?
(R)-[2-(benzoylamino)propionylsulfanyl]acetic acid + H2O
?
show the reaction diagram
-
-
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?
2-(N-glycyl-L-cysteinyl)acetyl-D-alanyl-D-alanine + H2O
2-(N-glycyl-L-cysteinyl)acetyl-D-alanine + D-alanine
show the reaction diagram
-
-
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?
3-(N-acetyl-L-cysteinyl)propanoyl-D-alanyl-D-alanine + H2O
3-(N-acetyl-L-cysteinyl)propanoyl-D-alanine + D-alanine
show the reaction diagram
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-
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?
3-(N-glycyl-cysteaminyl)propanoyl-D-alanyl-D-alanine + H2O
3-(N-glycyl-cysteaminyl)propanoyl-D-alanine + D-alanine
show the reaction diagram
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-
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?
3-(N-glycyl-L-cysteinyl)-propanoyl-D-alanyl-D-thiolactate + H2O
3-(N-glycyl-L-cysteinyl)-propanoyl-D-alanine + D-thiolactate
show the reaction diagram
-
very efficient substrate for R61 DD-peptidase
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?
3-(N-glycyl-L-cysteinyl)butanoyl-D-alanyl-D-alanine + H2O
3-(N-glycyl-L-cysteinyl)butanoyl-D-alanine + D-alanine
show the reaction diagram
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?
3-(N-glycyl-L-cysteinyl)propanoyl-D-alanyl-D-alanine + H2O
3-(N-glycyl-L-cysteinyl)propanoyl-D-alanine + D-alanine
show the reaction diagram
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-
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?
3-carboxyphenyl (2R)-N-(phenylacetyl)-2-hydroxyglycinate + H2O
(2R)-N-(phenylacetyl)-2-hydroxyglycine + 3-hydroxybenzoate
show the reaction diagram
3-carboxyphenyl (2R)-N-(phenylacetyl)-2-methoxyglycinate
(2R)-N-(phenylacetyl)-2-methoxyglycine + 3-hydroxybenzoate
show the reaction diagram
3-carboxyphenyl N-(phenylacetyl)-alpha-methoxyglycinate + H2O
?
show the reaction diagram
3-carboxyphenyl N-(phenylacetyl)-alpha-serinate + H2O
?
show the reaction diagram
3-[[N-(phenylacetyl)-D-alanyl]oxy]benzoic acid + H2O
?
show the reaction diagram
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?
3-[[N-(phenylacetyl)glycyl]oxy]benzoic acid + H2O
?
show the reaction diagram
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?
Ac2-L-Lys-D-Ala-Gly-L-Ala
?
show the reaction diagram
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poor substrate, but hydrolysis was significant
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?
Ac2-L-Lys-D-Ala-Gly-L-Gln
?
show the reaction diagram
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poor substrate, but hydrolysis was significant
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?
Ac2-L-Lys-D-Ala-Gly-L-Gln + Gly-L-Ala
Ac2-L-Lys-D-Ala-Gly-L-Ala + ?
show the reaction diagram
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transpeptidation
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r
Ac2-L-Lys-D-Ala-Gly-L-Leu
?
show the reaction diagram
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poor substrate, but hydrolysis was significant
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?
Ac2-L-Lys-D-Ala-Gly-L-Leu + D-alanine
Ac2-L-Lys-D-Ala-D-Ala + ?
show the reaction diagram
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transpeptidation
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r
acetyl-L-Lys-D-Ala-D-Ala + H2O
acetyl-L-Lys-D-Ala + D-Ala
show the reaction diagram
benzoyl-D-Ala-thioglycolate + H2O
?
show the reaction diagram
-
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?
benzoyl-Gly-thioglycolate + H2O
?
show the reaction diagram
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?
benzoyl-Gly-thiolactate + H2O
?
show the reaction diagram
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?
Boc-gamma-D-Glu-L-Lys-(Cbz)-D-Ala-D-Ala
?
show the reaction diagram
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?
bocillin FL
?
show the reaction diagram
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?
D-Ala-D-Ala + H2O
D-Ala + D-Ala
show the reaction diagram
D-Ala-D-Phe + H2O
D-Ala + D-Phe
show the reaction diagram
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?
D-Ala-D-Trp + H2O
D-Ala + D-Trp
show the reaction diagram
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?
D-Ala-D-Tyr + H2O
D-Ala + D-Tyr
show the reaction diagram
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?
D-amino acid amide + H2O
D-amino acid + ammonia
show the reaction diagram
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?
GlcNAc-MurNAc-L-Ala-D-iGluNH2-meso-diaminopimelic acid-NH2-D-Ala-D-Ala + H2O
GlcNAc-MurNAc-L-Ala-D-iGluNH2-meso-diaminopimelic acid-NH2-D-Ala + D-Ala
show the reaction diagram
-
-
-
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?
Gly-gamma-L-Glu-D-Ala-D-Ala + H2O
Gly-gamma-L-Glu-D-Ala + D-Ala
show the reaction diagram
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-
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?
Gly-L-alpha-amino-epsilon-pimelyl-D-Ala-D-Ala + H2O
Gly-L-alpha-amino-epsilon-pimelyl-D-Ala + D-Ala
show the reaction diagram
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-
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?
glycyl-L-alpha-amino-epsilon-pimelyl-D-alanyl-D-alanine + H2O
glycyl-L-alpha-amino-epsilon-pimelyl-D-alanine + D-alanine
show the reaction diagram
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-
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?
glycyl-L-alpha-amino-epsilon-pimelyl-D-alanyl-D-leucine + H2O
glycyl-L-alpha-amino-epsilon-pimelyl-D-alanine + D-leucine
show the reaction diagram
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-
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?
glycyl-L-alpha-amino-epsilon-pimelyl-D-alanyl-D-norleucine + H2O
glycyl-L-alpha-amino-epsilon-pimelyl-D-alanine + D-norleucine
show the reaction diagram
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-
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?
glycyl-L-alpha-amino-epsilon-pimelyl-D-alanyl-glycine + H2O
glycyl-L-alpha-amino-epsilon-pimelyl-D-alanine + glycine
show the reaction diagram
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-
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?
glycyl-L-alpha-amino-epsilon-pimelyl-D-alanyl-glycyl-L-alanine + H2O
?
show the reaction diagram
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-
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?
glycyl-L-alpha-amino-epsilon-pimelyl-D-alanyl-glycyl-L-leucine + H2O
?
show the reaction diagram
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-
-
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?
glycyl-L-alpha-amino-epsilon-pimelyl-D-alanyl-glycyl-L-phenylalanine + H2O
?
show the reaction diagram
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?
glycyl-S-(3-[[(1R)-2-[[(1R)-1-carboxyethyl]amino]-1-methyl-2-oxoethyl]amino]-3-oxopropyl)-L-cysteine + H2O
?
show the reaction diagram
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-
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?
glycyl-S-(3-[[(1R)-2-[[(1R)-1-carboxyethyl]sulfanyl]-1-methyl-2-oxoethyl]amino]-3-oxopropyl)-L-cysteine + H2O
?
show the reaction diagram
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-
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?
hippuryl-mercaptoacetic acid
hippuric acid + mercaptoacetate
show the reaction diagram
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-
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?
L-Ala-gamma-D-Glu-L-Lys-D-Ala-D-Ala + H2O
?
show the reaction diagram
-
only substrate of penicillin-binding protein 5, but not of penicillin-binding protein 6
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?
L-Lys-D-Ala-D-Ala + H2O
L-Lys-D-Ala + D-Ala
show the reaction diagram
-
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?
N,N'-diacetyl-L-Lys-D-Ala-D-Ala + H2O
?
show the reaction diagram
Streptomyces pneumoniae
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?
N,N'-diacetyl-L-lysyl-D-alanyl-D-alanine + H2O
?
show the reaction diagram
-
-
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?
N-(N-acetyl-1-O-methyl-beta-muramoyl)-L-alanyl-D-gamma-glutamyl-L-lysyl-D-alanyl-D-alanine + H2O
N-(N-acetyl-1-O-methyl-beta-muramoyl)-L-alanyl-D-gamma-glutamyl-L-lysyl-D-alanine + D-Ala
show the reaction diagram
-
-
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?
N-acetyl-D-Ala-D-Ala + H2O
?
show the reaction diagram
-
-
-
-
?
N-acetyl-D-Ala-D-Ala + H2O
N-acetyl-D-Ala + D-Ala
show the reaction diagram
-
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?
N-acetyl-L-Lys-D-Ala-D-Ala + H2O
N-acetyl-L-Lys-D-Ala + D-Ala
show the reaction diagram
-
-
-
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?
N-acetylmuramoyl-L-alanyl-gamma-D-glutamyl-L-lysyl-D-alanyl-D-alanine + H2O
N-acetylmuramoyl-L-alanyl-gamma-D-glutamyl-L-lysyl-D-alanine + D-alanine
show the reaction diagram
-
-
-
?
N-acetylmuramoyl-L-alanyl-gamma-D-glutamyl-meso-2,6-diaminopimelyl-D-alanyl-D-alanine + H2O
N-acetylmuramoyl-L-alanyl-gamma-D-glutamyl-meso-2,6-diaminopimelyl-D-alanine + D-alanine
show the reaction diagram
-
-
-
?
N-alpha-acetyl-L-Lys-D-Ala-thiolactate + H2O
?
show the reaction diagram
-
-
?
N-benzoyl-D-Ala + H2O
benzoate + D-Ala
show the reaction diagram
-
substrate binding structure
-
-
?
N-benzoyl-D-Ala-thio-D-lactate
?
show the reaction diagram
-
-
-
?
N-benzoyl-D-Ala-thioglycolate
?
show the reaction diagram
-
-
-
?
N-[(6S)-6-carboxy-6-(glycylamino)hexanoyl]-D-alanyl-D-alanine + H2O
?
show the reaction diagram
-
-
-
-
?
N-[N-acetyl-4-O-[2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl]-1-O-methyl-beta-muramoyl]-L-alanyl-D-gamma-glutamyl-L-lysyl-D-alanyl-D-alanine + H2O
N-[N-acetyl-4-O-[2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl]-1-O-methyl-beta-muramoyl]-L-alanyl-D-gamma-glutamyl-L-lysyl-D-alanine + D-Ala
show the reaction diagram
-
-
-
?
Nalpha,Nepsilon-diacetyl-L-Lys-D-Ala-D-Ala + Gly-Gly
Nalpha,Nepsilon-diacetyl-L-Lys-D-Ala-Gly-Gly + D-Ala
show the reaction diagram
Nalpha,Nepsilon-diacetyl-L-Lys-D-Ala-D-Ala + H2O
?
show the reaction diagram
-
-
-
-
?
Nalpha,Nepsilon-diacetyl-L-Lys-D-Ala-D-Ala + H2O
N,N'-diacetyl-L-Lys-D-Ala + D-Ala
show the reaction diagram
-
-
-
?
Nalpha,Nepsilon-diacetyl-L-Lys-D-Ala-D-Ala + H2O
Nalpha,Nepsilon-diacetyl-L-Lys-D-Ala + D-Ala
show the reaction diagram
Nalpha,Nepsilon-diacetyl-L-Lys-D-Ala-D-Ala + H2O
Nalpha,Nepsilon-diacetyl-L-Lys-D-Ala + D-alanine
show the reaction diagram
Nalpha,Nepsilon-diacetyl-L-Lys-D-Ala-D-lactate + H2O
Nalpha,Nepsilon-diacetyl-L-Lys-D-Ala + D-lactate
show the reaction diagram
-
-
-
-
?
Nalpha,Nepsilon-diacetyl-L-Lys-D-Ala-Gly + H2O
Nalpha,Nepsilon-diacetyl-L-Lys-D-Ala + Gly
show the reaction diagram
-
-
-
-
?
Nalpha,Nepsilon-diacetyl-L-Lys-D-Ala-thiolactate + H2O
?
show the reaction diagram
-
-
?
Nalpha,Nepsilon-diacetyl-L-lysyl-D-alanyl-D-alanine + H2O
?
show the reaction diagram
-
substrate in DD-carboxypeptidase activity assay
-
-
?
Nalpha,Nepsilon-diacetyl-L-lysyl-D-alanyl-D-alanine + H2O
D-alanine + Nalpha,Nepsilon-diacetyl-L-lysyl-D-alanine
show the reaction diagram
Nalpha,Nepsilon-diacetyl-Lys-D-Ala-D-Ala + H2O
Nalpha,Nepsilon-diacetyl-Lys-D-Ala + D-Ala
show the reaction diagram
-
-
-
?
Nalpha,Neta-diacetyl-L-lysyl-D-alanyl-D-alanine + H2O
?
show the reaction diagram
-
substrate for assay of DD-carboxypeptidase activity
-
-
?
Nalpha-(beta-1,4-acetylglucosaminyl-N-acetylmuramyl-L-alanyl-D-isoglutaminyl)-Nepsilon-(D-isoasparaginyl)-L-lysyl-D-alanyl-D-alanine + H2O
Nalpha-(beta-1,4-acetylglucosaminyl-N-acetylmuramyl-L-alanyl-D-isoglutaminyl)-Nepsilon-(D-isoasparaginyl)-L-lysyl-D-alanine + D-alanine
show the reaction diagram
-
-
-
-
?
Nalpha-acetyl-L-Lys-D-Ala-D-Ala + H2O
?
show the reaction diagram
substrate is used to detect the hydrolyzing activity of PBP4a
-
-
?
Nalpha-Acetyl-L-Lys-D-Ala-D-Ala + H2O
Nalpha-Acetyl-L-Lys-D-Ala + D-Ala
show the reaction diagram
-
-
?
Nalpha-tert-butoxycarbonyl-Nepsilon-benzyloxycarbonyl-L-Lys-D-Ala-D-Ala + H2O
Nalpha-tert-butoxycarbonyl-Nepsilon-benzyloxycarbonyl-L-Lys-D-Ala + D-Ala
show the reaction diagram
-
-
-
?
phenylacetyl-D-Ala-thioglycolate + H2O
?
show the reaction diagram
-
-
?
phenylacetyl-D-Ala-thiolactate + H2O
?
show the reaction diagram
-
-
?
S2a + D-alanine
?
show the reaction diagram
-
-
-
-
?
S2a + D-leucine
?
show the reaction diagram
-
-
-
-
?
S2a + D-phenylalanine
?
show the reaction diagram
-
-
-
-
?
S2a + Gly-Gly
?
show the reaction diagram
-
-
-
-
?
S2a + Gly-Gly-Gly
?
show the reaction diagram
-
-
-
-
?
S2a + Gly-L-Ala
?
show the reaction diagram
-
-
-
-
?
S2a + Gly-L-Gln
?
show the reaction diagram
-
-
-
-
?
S2a + Gly-L-Leu
?
show the reaction diagram
-
one of the most efficient acceptors
-
-
?
S2d thiolester
?
show the reaction diagram
-
-
-
-
?
UDP-MurNAc-L-Ala-D-Glu-L-Lys-D-Ala-D-Ala + H2O
D-Ala + UDP-MurNAc-L-Ala-D-Glu-L-Lys-D-Ala
show the reaction diagram
UDP-MurNAc-L-Ala-D-Glu-L-Lys-D-Ala-D-Ala + H2O
UDP-MurNAc-L-Ala-D-Glu-L-Lys-D-Ala + D-Ala
show the reaction diagram
UDP-N-acetyl-muramyl-L-alanyl-D-glutamyl-mesodiaminopimelyl-D-alanyl-D-alanine
?
show the reaction diagram
UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-mesodiaminopimelyl-D-alanyl-D-alanine + H2O
UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-mesodiaminopimelyl-D-alanine + D-alanine
show the reaction diagram
X-D-Ala-D-Ala + H2O
?
show the reaction diagram
-
-
-
-
?
additional information
?
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
D-Ala-D-Ala + H2O
D-Ala + D-Ala
show the reaction diagram
-
-
-
-
?
D-amino acid amide + H2O
D-amino acid + ammonia
show the reaction diagram
Q9LCC8
-
-
-
?
UDP-MurNAc-L-Ala-D-Glu-L-Lys-D-Ala-D-Ala + H2O
D-Ala + UDP-MurNAc-L-Ala-D-Glu-L-Lys-D-Ala
show the reaction diagram
UDP-MurNAc-L-Ala-D-Glu-L-Lys-D-Ala-D-Ala + H2O
UDP-MurNAc-L-Ala-D-Glu-L-Lys-D-Ala + D-Ala
show the reaction diagram
UDP-N-acetyl-muramyl-L-alanyl-D-glutamyl-mesodiaminopimelyl-D-alanyl-D-alanine
?
show the reaction diagram
additional information
?
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Mg2+
-
required
additional information
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(2,3)-alpha-methylene benzylpenicillin
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modeling of enzyme-inhibitor complex
(2-phenylethyl)boronic acid
-
91% residual activity at 1 mM
(2R)-2-amino-7-oxo-7-[(4,4,4-trifluoro-3-oxobutan-2-yl)amino]heptanoic acid
-
i.e. D-alpha-aminopimelyl-(1,1,1-trifluoro-3-amino)butan-2-one
(3-aminophenyl)boronic acid
-
20% residual activity at 1 mM
(3-nitrophenyl)boronic acid
-
82% residual activity at 1 mM
(3H)benzylpenicillin
Streptomyces pneumoniae
-
-
(3R,5R)-3-(furyl-2')-4-dethia-4-oxa-penam
-
-
(3R,5R,6R)-6-methyl-3-(furyl-2')-4-dethia-4-oxa-penam
-
-
(3R,5R,6S)-6-methyl-3-(furyl-2')-4-dethia-4-oxa-penam
-
-
(3R,5S)-3-(furyl-2')-4-dethia-4-oxa-penam
-
-
(3R,5S,6R)-3-benzyloxycarbonyl-6-methyl-4-dethia-4-oxa-penam
-
-
(3R,5S,6R)-6-methyl-3-(furyl-2')-4-dethia-4-oxa-penam
-
-
(3S,5R)-3-(furyl-2')-4-dethia-4-oxa-penam
-
-
(3S,5R,6S)-3-benzyloxycarbonyl-6-methyl-4-dethia-4-oxa-penam
-
-
(3S,5R,6S)-6-methyl-3-(furyl-2')-4-dethia-4-oxa-penam
-
-
(3S,5S)-3-(furyl-2')-4-dethia-4-oxa-penam
-
-
(3S,5S,6R)-6-methyl-3-(furyl-2')-4-dethia-4-oxa-penam
-
-
(4-phenoxyphenyl)boronic acid
-
98% residual activity at 1 mM
(5-acetylthiophen-2-yl)boronic acid
-
88% residual activity at 1 mM
(5-chlorothiophen-2-yl)boronic acid
-
91% residual activity at 1 mM
(5-cyanothiophen-2-yl)boronic acid
-
95% residual activity at 1 mM
(5-formylthiophen-2-yl)boronic acid
-
99% residual activity at 1 mM
(5R,6R)-6-[[(6S)-6-carboxy-6-(glycylamino)hexanoyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
-
-
(6R,7R)-3-[(acetyloxy)methyl]-7-[(6S)-6-carboxy-6-(glycylamino)hexanoyl]amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
-
-
1,2-Ethanedithiol
-
-
1,3-propanedithiol dithiothreitol
-
-
-
1-benzothiophen-2-ylboronic acid
-
86% residual activity at 1 mM
2,1-benzoxaborol-1(3H)-ol
-
45% residual activity at 1 mM
2,3-dimercapto-1-propane-sulfonic acid
-
-
2,3-dimercapto-1-propanol
-
-
2-Methylpenem
-
-
2-Phenylpenems
-
-
-
3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid
-
38% residual activity at 0.5 mM
3-(acetylamino)-5-(dihydroxyboranyl)benzoic acid
-
50% residual activity at 1 mM
3-(benzoylamino)-5-(dihydroxyboranyl)benzoic acid
-
9% residual activity at 1 mM
3-(dihydroxyboranyl)-4-[(phenylacetyl)amino]benzoic acid
-
80% residual activity at 1 mM
3-(dihydroxyboranyl)-5-[(2,6-dimethoxybenzoyl)amino]benzoic acid
-
84% residual activity at 1 mM
3-(dihydroxyboranyl)-5-[(phenoxyacetyl)amino]benzoic acid
-
2% residual activity at 1 mM
3-(dihydroxyboranyl)-5-[(thiophen-2-ylacetyl)amino]benzoic acid
-
5% residual activity at 1 mM
3-(dihydroxyboranyl)-5-[(thiophen-2-ylcarbonyl)amino]benzoic acid
-
18% residual activity at 1 mM
3-(dihydroxyboryl)-5-(2-methoxybenzamido)benzoic acid
-
10% residual acvtivity at 1 mM
3-(dihydroxyboryl)-5-(2-phenylacetamido)benzoic acid
-
3% residual acvtivity at 1 mM
3-(dihydroxyboryl)benzoic acid
-
20% residual acvtivity at 1 mM
3-(N-glycyl-L-cysteinyl)-N-ethylpropionamide
-
-
3-(trifluoroacetyl)benzoic acid
-
60% residual activity at 1 mM
3-formylbenzoic acid
-
77% residual activity at 1 mM
4-(dihydroxyboranyl)benzoic acid
-
85% residual activity at 1 mM
4-chloromercuribenzoate
-
complete inhibition at 1 mM
4-[(phenylacetyl)amino]-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid
-
81% residual activity at 1 mM
5-(dihydroxyboranyl)thiophene-2-carboxylic acid
-
57% residual activity at 1 mM
6-beta(alpha-N-acetyl-L-lysyl)-aminopenicillanic acid
-
-
6-beta(D-alpha-aminopimelyl)-aminopenicillanic acid
6-beta(D-alpha-aminosuberyl)-aminopenicillanic acid
6-beta(N-acetyl-L-alanyl-gamma-D-glutamyl-L-alanyl)-aminopenicillanic acid
-
-
7-(phenoxyacetamido)-3-desacetoxycephalosporamic acid
-
-
7-beta(alpha-N-acetyl-L-lysyl)-aminocephalosporanic acid
-
-
7-beta(D-alpha-aminopimelyl)-aminocephalosporanic acid
alpha-N-glycyl-epsilon-N-acetyl-L-lysine
-
inhibits hydrolysis of 3-(N-glycyl-L-cysteinyl)-propanoyl-D-alanyl-D-thiolactate
amoxicillin
-
-
ampicillin
arylakylidene imino-thiazolidin-4-ones 10
-
86% inhibition
arylakylidene imino-thiazolidin-4-ones 11
-
82% inhibition
arylakylidene imino-thiazolidin-4-ones 12
-
64% inhibition
arylakylidene imino-thiazolidin-4-ones 13
-
83% inhibition
arylakylidene imino-thiazolidin-4-ones 16
-
100% inhibition
arylakylidene imino-thiazolidin-4-ones 17
-
100% inhibition
arylakylidene imino-thiazolidin-4-ones 18
-
96% inhibition
arylakylidene imino-thiazolidin-4-ones 19
-
84% inhibition
arylakylidene imino-thiazolidin-4-ones 5
-
89% inhibition
arylakylidene imino-thiazolidin-4-ones 6
-
92% inhibition
arylakylidene imino-thiazolidin-4-ones 8
-
99% inhibition
arylakylidene imino-thiazolidin-4-ones 9
-
85% inhibition
arylalkylidene rhodanine derivative 1
-
88% inhibition
arylalkylidene rhodanine derivative 2
arylalkylidene rhodanine derivative 3
-
83% inhibition
arylalkylidene rhodanine derivative 4
-
95% inhibition
benzylpenicillin
benzylpenicllin
-
dipeptide-releasing activity is penicillin sensitive
-
beta-lactam
beta-Lactams
-
biphenyl-4,4'-diyldiboronic acid
-
97% residual activity at 0.1 mM
Boc-gamma-D-Glu-L-Lys-(Cbz)-D-boroAla-(-)-pinanediol
-
effective inhibitor of the D-alanine CPase activity of PBP5
carbenicillin
-
-
cefadroxil
-
-
cefalexin
-
-
cefalothin
-
-
cefmetazole
-
-
Cephalosporidin
-
-
cephalosporin
cephalosporin C
-
classical non-specific beta-lactam
Cephalothin
Cetyltrimethylammonium bromide
-
-
Cloxacillin
-
-
D-Ala(P,O)D-Ala
-
acts as slow binding inhibitor
D-Ala(P,O)D-Phe
-
acts as slow binding inhibitor
D-alpha-phenylpropionate
-
-
D-hexahydromandelate
-
-
D-mandelate
-
-
D-phenyllactate
-
-
Delta2-(and Delta3)-Deacetoxy-7-phenylacetamidocephalosporanates
-
-
-
depsipeptides
-
-
-
diacetyl-L-Lys-D-Ala
-
-
Dicloxacillin
-
-
diisopropyl fluorophosphate
-
1 mM, 28% inhibition
dithiothreitol
-
-
EDTA
-
4 mM, complete loss of activity. Ativity may be restored in presence of 8 mM Zn2+
epsilon-N-glycyl-alpha-N-acetyl-L-alanyl-D-isoglutaminyl-L-lysine
-
inhibits hydrolysis of 3-(N-glycyl-L-cysteinyl)-propanoyl-D-alanyl-D-thiolactate
formaldehyde
-
1 mM, 53% inhibition
glycolyl-L-Phe
-
-
iodoacetamide
-
1 mM, 20% inhibition
Mercaptosuccinic acid
-
-
Methicillin
Moenomycin
N,N-diacetyl-L-Lys-D-Ala-D-Ala
Streptomyces pneumoniae
-
inhibition of PBP3 by its own substrate above a ligand concentration of 15 mM
N-(glycyl)-D,L-alpha-aminocaprylic acid
-
inhibits hydrolysis of 3-(N-glycyl-L-cysteinyl)-propanoyl-D-alanyl-D-thiolactate
N-benzoyl-beta-sultam
-
time-dependent, irreversible active site directed inhibitor, the rate of inactivation is first order with respect to beta-sultam concentration and second order rate constants show dependence on pH
N-Chlorosuccinimide
-
1 mM, 50% inhibition
N-p-chloro-beta-sultam
-
-
N-p-methoxy-beta-sultam
-
least effective inhibitor
N-p-nitro-beta-sultam
-
-
Nalpha-tert-butoxycarbonyl-Nepsilon-benzyloxycarbonyl-L-Lys-D-Ala-D-Ala
-
substrate inhibition above 30 mM
NEM
-
1 mM, complete inhibition
nocardicin A
Oxyimino-DELTA3-cephalosporins
-
p-hydroxymercuribenzoate
-
1 mM, complete inhibition
Penicillanate
-
-
penicillin
penicillin G
Penicillin V
-
-
phenoxymethylpenicillin
-
-
phenyl glycyl-L-alpha-aminopimelyl-epsilon-(D-2-aminoethyl)phosphonate
-
-
phenylboronic acid
piperacillin
sulfazecine
-
thiophen-2-ylboronic acid
-
88% residual activity at 1 mM
thiosalicylic acid
-
-
Vancomycin
-
vancomycin derivatives inhibit the glycosyl transferase activity
[3-([[5-(dimethylamino)naphthalen-1-yl]sulfonyl]amino)phenyl]boronic acid
-
60% residual activity at 0.5 mM
[3-[(2,6-dimethoxybenzoyl)amino]-5-(methoxycarbonyl)thiophen-2-yl]boronic acid
-
98% residual activity at 1 mM
additional information
-