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
Show
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.
Pathway
Penicillin and cephalosporin biosynthesis
Metabolic pathways
Biosynthesis of secondary metabolites
Orthology
K10852  
isopenicillin-N N-acyltransferase
Genes
PGU: 
YLI: 
FGR: 
SSL: 
BFU: 
ANI: 
NFI: 
AFM: 
AOR: 
AOR_1_1240174(AO090005000709) AOR_1_924074(AO090038000545)
ANG: 
ANI_1_1226024(An02g08570)
AFV: 
AFLA_070880 AFLA_079600
ACT: 
ACLA_040440
PCS: 
Pc13g09140 Pc21g21370(AAT)
CIM: 
CIMG_08678
CPW: 
CPC735_062710
URE: 
UREG_02660
ABE: 
ARB_02224 ARB_03547
TVE: 
TRV_00551 TRV_01006
PNO: 
SNOG_13750
SCM: 
SCHCODRAFT_59489
KPE: 
KPK_3259
KVA: 
Kvar_3130
KOX: 
KOX_20545
DDA: 
Dd703_3084
PVA: 
Pvag_1680
PAO: 
Pat9b_1144
PEN: 
PSEEN3262
REU: 
Reut_B3696
BTE: 
BTH_II2354
BUR: 
Bcep18194_B1958 Bcep18194_B2777
BCN: 
Bcen_4281
BCH: 
Bcen2424_4085
BCM: 
Bcenmc03_3438
BCJ: 
BCAM0426 BCAM1211
BAM: 
Bamb_3495
BAC: 
BamMC406_3978
BMU: 
Bmul_4501
BMJ: 
BMULJ_04009
BPH: 
Bphy_1153
BGL: 
bglu_1g16660
BGF: 
BC1003_5612
BGD: 
bgla_2g17720
BAV: 
BAV1029(aat)
AXY: 
AXYL_01429 AXYL_01585
POL: 
Bpro_1442
AAA: 
Acav_3440
VEI: 
Veis_4727
VAP: 
Vapar_5952
CFU: 
CFU_2356
DSA: 
Desal_0868
DAS: 
Daes_1137
BMX: 
BMS_1869
HOH: 
Hoch_4555
MLO: 
mll9373
BRA: 
BRADO2616
PGV: 
SL003B_3818
CCB: 
Clocel_3136
DAE: 
Dtox_2635
NTH: 
Nther_2647
MSM: 
MSMEG_2097
RHA: 
RHA1_ro03846
ROP: 
ROP_43950
SGR: 
SGR_3008
AAU: 
AAur_1233
FRA: 
Francci3_3269
SEN: 
SACE_5325
SAQ: 
Sare_1057
CAI: 
Caci_6314
SNA: 
Snas_2859
CWO: 
Cwoe_4995
SUS: 
Acid_4726
BVU: 
BVU_1032
LBY: 
Lbys_1481 Lbys_1862
GFO: 
GFO_1653
FJO: 
Fjoh_1076
FPS: 
FP2254
COC: 
Coch_1418
ZPR: 
ZPR_2761
CAT: 
CA2559_03815
WVI: 
Weevi_1574
LAN: 
Lacal_2097
FTE: 
Fluta_1422
ACO: 
Amico_1311
CYB: 
CYB_0863
CAU: 
Caur_1389 Caur_2148
CAG: 
Cagg_1512 Cagg_1938
CHL: 
Chy400_1510 Chy400_2318
HAU: 
Haur_4392
TRO: 
trd_1743
STI: 
Sthe_3036
TRA: 
Trad_0058
MRB: 
Mrub_0051
MSV: 
Mesil_0051
MHD: 
Marky_2050
MPZ: 
Marpi_0892
DTH: 
DICTH_0094
DTU: 
Dtur_0360
 » show all
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.
  Organism
Aspergillus nidulans [GN:ani], Penicillium chrysogenum [GN:pcs]
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.
  Organism
Penicillium chrysogenum [GN:pcs]
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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