KEGG   ORTHOLOGY: K12743Help
Entry
K12743                      KO                                     

Name
PCBAB
Definition
N-(5-amino-5-carboxypentanoyl)-L-cysteinyl-D-valine synthase [EC:6.3.2.26]
Pathway
ko00311  Penicillin and cephalosporin biosynthesis
ko01100  Metabolic pathways
ko01130  Biosynthesis of antibiotics
Module
M00672  Penicillin biosynthesis, aminoadipate + cycteine + valine => penicillin
M00673  Cephamycin C biosynthesis, aminoadipate + cycteine + valine => cephamycin C
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00311 Penicillin and cephalosporin biosynthesis
    K12743  PCBAB; N-(5-amino-5-carboxypentanoyl)-L-cysteinyl-D-valine synthase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   01008 Polyketide biosynthesis proteins
    K12743  PCBAB; N-(5-amino-5-carboxypentanoyl)-L-cysteinyl-D-valine synthase
Enzymes [BR:ko01000]
 6. Ligases
  6.3  Forming carbon-nitrogen bonds
   6.3.2  Acid-D-amino-acid ligases (peptide synthases)
    6.3.2.26  N-(5-amino-5-carboxypentanoyl)-L-cysteinyl-D-valine synthase
     K12743  PCBAB; N-(5-amino-5-carboxypentanoyl)-L-cysteinyl-D-valine synthase
Polyketide biosynthesis proteins [BR:ko01008]
 Nonribosomal peptide synthetase (NRPS)
  Linear NRPS
   K12743  PCBAB; N-(5-amino-5-carboxypentanoyl)-L-cysteinyl-D-valine synthase
BRITE hierarchy
Other DBs
RN: R04870
GO: 0050564
Genes
FCD: 110861984
ANI: AN2621.2
AOR: AO090038000543
AFV: AFLA_070860
ABE: ARB_02226
TVE: TRV_00553
SCT: SCAT_5684(pcbAB)
SCY: SCATT_56840
SCLF: BB341_07790
AAB: A4R43_03220
TaxonomyKoalaUniProt
Reference
PMID:2061333
  Authors
MacCabe AP, van Liempt H, Palissa H, Unkles SE, Riach MB, Pfeifer E, von Dohren H, Kinghorn JR
  Title
Delta-(L-alpha-aminoadipyl)-L-cysteinyl-D-valine synthetase from Aspergillus nidulans. Molecular characterization of the acvA gene encoding the first enzyme of the penicillin biosynthetic pathway.
  Journal
J Biol Chem 266:12646-54 (1991)
  Sequence
[ani:AN2621.2]

KEGG   ENZYME: 6.3.2.26Help
Entry
EC 6.3.2.26                 Enzyme                                 

Name
N-(5-amino-5-carboxypentanoyl)-L-cysteinyl-D-valine synthase;
L-delta-(alpha-aminoadipoyl)-L-cysteinyl-D-valine synthetase;
ACV synthetase;
L-alpha-aminoadipyl-cysteinyl-valine synthetase
Class
Ligases;
Forming carbon-nitrogen bonds;
Acid-D-amino-acid ligases (peptide synthases)
BRITE hierarchy
Sysname
L-2-aminohexanedioate:L-cysteine:L-valine ligase (AMP-forming, valine-inverting)
Reaction(IUBMB)
3 ATP + L-2-aminohexanedioate + L-cysteine + L-valine + H2O = 3 AMP + 3 diphosphate + N-[L-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine [RN:R04870]
Reaction(KEGG)
Substrate
ATP [CPD:C00002];
L-2-aminohexanedioate [CPD:C00956];
L-cysteine [CPD:C00097];
L-valine [CPD:C00183];
H2O [CPD:C00001]
Product
AMP [CPD:C00020];
diphosphate [CPD:C00013];
N-[L-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine [CPD:C05556]
Comment
Requires Mg2+. The enzyme contains 4'-phosphopantetheine, which may be involved in the mechanism of the reaction. Forms part of the penicillin biosynthesis pathway (for pathway, click here).
History
EC 6.3.2.26 created 2002
Pathway
ec00311  Penicillin and cephalosporin biosynthesis
ec01100  Metabolic pathways
ec01130  Biosynthesis of antibiotics
Orthology
K12743  N-(5-amino-5-carboxypentanoyl)-L-cysteinyl-D-valine synthase
Genes
FCD: 110861984
ANI: AN2621.2
AOR: AO090038000543
AFV: AFLA_070860
ABE: ARB_02226
TVE: TRV_00553
SCT: SCAT_5684(pcbAB)
SCY: SCATT_56840
SCLF: BB341_07790
AAB: A4R43_03220
Taxonomy
Reference
1  [PMID:11851475]
  Authors
Byford MF, Baldwin JE, Shiau CY, Schofield CJ.
  Title
The Mechanism of ACV Synthetase.
  Journal
Chem Rev 97:2631-2650 (1997)
DOI:10.1021/cr960018l
Reference
2  [PMID:9355751]
  Authors
Theilgaard HB, Kristiansen KN, Henriksen CM, Nielsen J.
  Title
Purification and characterization of delta-(L-alpha-aminoadipyl)-L-cysteinyl-D-valine synthetase from Penicillium chrysogenum.
  Journal
Biochem J 327 ( Pt 1):185-91 (1997)
Other DBs
ExplorEnz - The Enzyme Database: 6.3.2.26
IUBMB Enzyme Nomenclature: 6.3.2.26
ExPASy - ENZYME nomenclature database: 6.3.2.26
BRENDA, the Enzyme Database: 6.3.2.26
CAS: 57219-73-5

KEGG   REACTION: R04870Help
Entry
R04870                      Reaction                               

Name
L-2-aminohexanedioate:L-cysteine:L-valine ligase (AMP-forming, valine-inverting)
Definition
L-2-Aminoadipate + L-Valine + L-Cysteine + 3 ATP + H2O <=> delta-(L-2-Aminoadipyl)-L-cysteinyl-D-valine + 3 AMP + 3 Diphosphate
Equation
Comment
multi-step reaction
Reaction class
RC00090  C00956_C05556
RC01227  C00097_C05556
RC01228  C00183_C05556
Enzyme
Pathway
rn00311  Penicillin and cephalosporin biosynthesis
rn01100  Metabolic pathways
rn01130  Biosynthesis of antibiotics
Module
M00672  Penicillin biosynthesis, aminoadipate + cycteine + valine => penicillin
M00673  Cephamycin C biosynthesis, aminoadipate + cycteine + valine => cephamycin C
Orthology
K12743  N-(5-amino-5-carboxypentanoyl)-L-cysteinyl-D-valine synthase [EC:6.3.2.26]
Other DBs
RHEA: 23199

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