KEGG   ORTHOLOGY: K12748Help
Entry
K12748                      KO                                     

Name
gca
Definition
glutaryl-7-aminocephalosporanic-acid acylase [EC:3.5.1.93]
Pathway
ko00311  Penicillin and cephalosporin biosynthesis
ko01130  Biosynthesis of antibiotics
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00311 Penicillin and cephalosporin biosynthesis
    K12748  gca; glutaryl-7-aminocephalosporanic-acid acylase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   01002 Peptidases and inhibitors
    K12748  gca; glutaryl-7-aminocephalosporanic-acid acylase
Enzymes [BR:ko01000]
 3. Hydrolases
  3.5  Acting on carbon-nitrogen bonds, other than peptide bonds
   3.5.1  In linear amides
    3.5.1.93  glutaryl-7-aminocephalosporanic-acid acylase
     K12748  gca; glutaryl-7-aminocephalosporanic-acid acylase
Peptidases and inhibitors [BR:ko01002]
 Serine peptidases
  Family S45
   K12748  gca; glutaryl-7-aminocephalosporanic-acid acylase
BRITE hierarchy
Other DBs
RN: R07402
GO: 0033968
Genes
AG: AAF64242
TaxonomyKoalaUniProt
Reference
  Authors
Kim Y, Yoon K, Khang Y, Turley S, Hol WG
  Title
The 2.0 A crystal structure of cephalosporin acylase.
  Journal
Structure 8:1059-68 (2000)
DOI:10.1016/S0969-2126(00)00505-0
  Sequence

KEGG   ENZYME: 3.5.1.93Help
Entry
EC 3.5.1.93                 Enzyme                                 

Name
glutaryl-7-aminocephalosporanic-acid acylase;
7beta-(4-carboxybutanamido)cephalosporanic acid acylase;
cephalosporin C acylase;
glutaryl-7-ACA acylase;
CA;
GCA;
GA;
cephalosporin acylase;
glutaryl-7-aminocephalosporanic acid acylase;
GL-7-ACA acylase
Class
Hydrolases;
Acting on carbon-nitrogen bonds, other than peptide bonds;
In linear amides
BRITE hierarchy
Sysname
(7R)-7-(4-carboxybutanamido)cephalosporanate amidohydrolase
Reaction(IUBMB)
(7R)-7-(4-carboxybutanamido)cephalosporanate + H2O = (7R)-7-aminocephalosporanate + glutarate [RN:R07402]
Reaction(KEGG)
Substrate
(7R)-7-(4-carboxybutanamido)cephalosporanate [CPD:C15666];
H2O [CPD:C00001]
Product
(7R)-7-aminocephalosporanate [CPD:C07756];
glutarate [CPD:C00489]
Comment
Forms 7-aminocephalosporanic acid, a key intermediate in the synthesis of cephem antibiotics. It reacts only weakly with cephalosporin C.
History
EC 3.5.1.93 created 2005
Pathway
ec00311  Penicillin and cephalosporin biosynthesis
ec01130  Biosynthesis of antibiotics
Orthology
K12748  glutaryl-7-aminocephalosporanic-acid acylase
Reference
1  [PMID:7607251]
  Authors
Ishii Y, Saito Y, Fujimura T, Sasaki H, Noguchi Y, Yamada H, Niwa M, Shimomura K.
  Title
High-level production, chemical modification and site-directed mutagenesis of a cephalosporin C acylase from Pseudomonas strain N176.
  Journal
Eur J Biochem 230:773-8 (1995)
DOI:10.1111/j.1432-1033.1995.0773h.x
Reference
2  [PMID:10739919]
  Authors
Kinoshita T, Tada T, Saito Y, Ishii Y, Sato A, Murata M.
  Title
Crystallization and preliminary X-ray analysis of cephalosporin C acylase from Pseudomonas sp. strain N176.
  Journal
Acta Crystallogr D Biol Crystallogr 56 ( Pt 4):458-9 (2000)
DOI:10.1107/S0907444900000718
Reference
3  [PMID:10972935]
  Authors
Monti D, Carrea G, Riva S, Baldaro E, Frare G.
  Title
Characterization of an industrial biocatalyst: immobilized glutaryl-7-ACA acylase.
  Journal
Biotechnol Bioeng 70:239-44 (2000)
Reference
4  [PMID:10945972]
  Authors
Kwon TH, Rhee S, Lee YS, Park SS, Kim KH.
  Title
Crystallization and preliminary X-Ray diffraction analysis of glutaryl-7-aminocephalosporanic acid acylase from Pseudomonas sp. GK16.
  Journal
J Struct Biol 131:79-81 (2000)
DOI:10.1006/jsbi.2000.4256
Reference
5  [PMID:11080627]
  Authors
Kim Y, Yoon K, Khang Y, Turley S, Hol WG.
  Title
The 2.0 A crystal structure of cephalosporin acylase.
  Journal
Structure Fold Des 8:1059-68 (2000)
DOI:10.1016/S0969-2126(00)00505-0
  Sequence
Reference
6  [PMID:11782466]
  Authors
Huang X, Zeng R, Ding X, Mao X, Ding Y, Rao Z, Xie Y, Jiang W, Zhao G.
  Title
Affinity alkylation of the Trp-B4 residue of the beta -subunit of the glutaryl 7-aminocephalosporanic acid acylase of Pseudomonas sp. 130.
  Journal
J Biol Chem 277:10256-64 (2002)
DOI:10.1074/jbc.M108683200
Reference
7  [PMID:12680762]
  Authors
Kim JK, Yang IS, Rhee S, Dauter Z, Lee YS, Park SS, Kim KH.
  Title
Crystal structures of glutaryl 7-aminocephalosporanic acid acylase: insight into autoproteolytic activation.
  Journal
Biochemistry 42:4084-93 (2003)
DOI:10.1021/bi027181x
Other DBs
ExplorEnz - The Enzyme Database: 3.5.1.93
IUBMB Enzyme Nomenclature: 3.5.1.93
ExPASy - ENZYME nomenclature database: 3.5.1.93
BRENDA, the Enzyme Database: 3.5.1.93
CAS: 56645-46-6

KEGG   REACTION: R07402Help
Entry
R07402                      Reaction                               

Name
(7R)-7-(4-carboxybutanamido)cephalosporanate amidohydrolase
Definition
(7R)-7-(4-Carboxybutanamido)cephalosporanate + H2O <=> 7-Aminocephalosporanic acid + Glutarate
Equation
Reaction class
RC00090  C00489_C15666
RC00166  C07756_C15666
Enzyme
Pathway
rn00311  Penicillin and cephalosporin biosynthesis
rn01130  Biosynthesis of antibiotics
Orthology
K12748  glutaryl-7-aminocephalosporanic-acid acylase [EC:3.5.1.93]
Other DBs
RHEA: 23511

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