KEGG   ENZYME: 2.3.1.164
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
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
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
ec00311  Penicillin and cephalosporin biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K10852  isopenicillin-N N-acyltransferase
Genes
AMUSLMH87_009794
ANIANIA_02623
AORAO090038000545
AFVAFLA_009031
APUUAPUU_12362A
PCSN7525_006406
ABEARB_02224
TVETRV_00551
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 172:5908-14 (1990)
DOI:10.1128/JB.172.10.5908-5914.1990
  Sequence
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):357-63 (1993)
DOI:10.1042/bj2940357
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 2.3.1.164
IUBMB Enzyme Nomenclature: 2.3.1.164
ExPASy - ENZYME nomenclature database: 2.3.1.164
BRENDA, the Enzyme Database: 2.3.1.164
CAS: 54576-90-8

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