KEGG   ENZYME: 2.3.1.164Help
Entry
EC 2.3.1.164                Enzyme                                 

Name
isopenicillin-N N-acyltransferase;
acyl-coenzyme A:isopenicillin N acyltransferase;
isopenicillin N:acyl-CoA: acyltransferase
Class
Transferases;
Acyltransferases;
Transferring groups other than aminoacyl groups
BRITE hierarchy
Sysname
acyl-CoA:isopenicillin N N-acyltransferase
Reaction(IUBMB)
phenylacetyl-CoA + isopenicillin N + H2O = CoA + penicillin G + L-2-aminohexanedioate [RN:R04868]
Reaction(KEGG)
R04868;
(other) R06361
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Substrate
phenylacetyl-CoA [CPD:C00582];
isopenicillin N [CPD:C05557];
H2O [CPD:C00001]
Product
CoA [CPD:C00010];
penicillin G [CPD:C05551];
L-2-aminohexanedioate [CPD:C00956]
Comment
Proceeds by a two stage mechanism via 6-aminopenicillanic acid. Different from EC 3.5.1.11, penicillin amidase.
History
EC 2.3.1.164 created 2002
Pathway
Penicillin and cephalosporin biosynthesis
Metabolic pathways
Biosynthesis of antibiotics
Orthology
K10852  
isopenicillin-N N-acyltransferase
Genes
ANI: 
AOR: 
AOR_1_924074(AO090038000545)
AFV: 
PCS: 
ABE: 
TVE: 
Taxonomy
Reference
1  [PMID:2120195]
  Authors
Tobin MB, Fleming MD, Skatrud PL, Miller JR.
  Title
Molecular characterization of the acyl-coenzyme A:isopenicillin N acyltransferase gene (penDE) from Penicillium chrysogenum and Aspergillus nidulans and activity of recombinant enzyme in Escherichia coli.
  Journal
J. Bacteriol. 172 (1990) 5908-14.
  Sequence
[ani:AN2623.2] [pcs:Pc21g21370]
Reference
2  [PMID:8396910]
  Authors
Aplin RT, Baldwin JE, Roach PL, Robinson CV, Schofield CJ.
  Title
Investigations into the post-translational modification and mechanism of isopenicillin N:acyl-CoA acyltransferase using electrospray mass spectrometry.
  Journal
Biochem. J. 294 ( Pt 2) (1993) 357-63.
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 
CAS: 
54576-90-8

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