KEGG   ORTHOLOGY: K20422
Entry
K20422                      KO                                     
Symbol
ncsB
Name
neocarzinostatin naphthoate synthase [EC:2.3.1.237]
Pathway
map01059  Biosynthesis of enediyne antibiotics
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Module
M00830  Neocarzinostatin naphthoate moiety biosynthesis, malonyl-CoA => 2-hydroxy-5-methyl-1-naphthoate => 2-hydroxy-7-methoxy-5-methyl-1-naphthoyl-CoA
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   01059 Biosynthesis of enediyne antibiotics
    K20422  ncsB; neocarzinostatin naphthoate synthase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   01008 Polyketide biosynthesis proteins
    K20422  ncsB; neocarzinostatin naphthoate synthase
Enzymes [BR:ko01000]
 2. Transferases
  2.3  Acyltransferases
   2.3.1  Transferring groups other than aminoacyl groups
    2.3.1.237  neocarzinostatin naphthoate synthase
     K20422  ncsB; neocarzinostatin naphthoate synthase
Polyketide biosynthesis proteins [BR:ko01008]
 Polyketide synthase (PKS)
  Iterative type I PKS
   Bacterial type
    K20422  ncsB; neocarzinostatin naphthoate synthase
Other DBs
RN: R11125
COG: COG0331 COG0236 COG3321 COG1028
Genes
PSEP: C4K39_3072
SGZ: C0216_12005
SEN: SACE_5532
AORI: SD37_05100
AROO: NQK81_30350
SAQ: Sare_4951
MICH: FJK98_15495
ACTN: L083_3191(pks3C)
AG: AAM77986(ncsB)
Reference
PMID:20735485
  Authors
Hang VT, Oh TJ, Yamaguchi T, Sohng JK
  Title
In vivo characterization of NcsB3 to establish the complete biosynthesis of the naphthoic acid moiety of the neocarzinostatin chromophore.
  Journal
FEMS Microbiol Lett 311:119-25 (2010)
DOI:10.1111/j.1574-6968.2010.02075.x
  Sequence
[ag:AAM77986]
LinkDB

KEGG   ENZYME: 2.3.1.237
Entry
EC 2.3.1.237                Enzyme                                 
Name
neocarzinostatin naphthoate synthase;
naphthoic acid synthase;
NNS;
ncsB (gene name)
Class
Transferases;
Acyltransferases;
Transferring groups other than aminoacyl groups
Sysname
malonyl-CoA:acetyl-CoA malonyltransferase (2-hydroxy-5-methyl-1-naphthoic acid-forming)
Reaction(IUBMB)
acetyl-CoA + 5 malonyl-CoA + 2 NADPH + 2 H+ = 2-hydroxy-5-methyl-1-naphthoate + 6 CoA + 5 CO2 + 3 H2O + 2 NADP+ [RN:R11125]
Reaction(KEGG)
R11125
Substrate
acetyl-CoA [CPD:C00024];
malonyl-CoA [CPD:C00083];
NADPH [CPD:C00005];
H+ [CPD:C00080]
Product
2-hydroxy-5-methyl-1-naphthoate [CPD:C20856];
CoA [CPD:C00010];
CO2 [CPD:C00011];
H2O [CPD:C00001];
NADP+ [CPD:C00006]
Comment
A multi-domain polyketide synthase involved in the synthesis of neocarzinostatin in the bacterium Streptomyces carzinostaticus.
History
EC 2.3.1.237 created 2014
Pathway
ec01059  Biosynthesis of enediyne antibiotics
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K20422  neocarzinostatin naphthoate synthase
Genes
PSEP: C4K39_3072
SGZ: C0216_12005
SEN: SACE_5532
AORI: SD37_05100
AROO: NQK81_30350
SAQ: Sare_4951
MICH: FJK98_15495
ACTN: L083_3191(pks3C)
Reference
1  [PMID:15147895]
  Authors
Sthapit B, Oh TJ, Lamichhane R, Liou K, Lee HC, Kim CG, Sohng JK
  Title
Neocarzinostatin naphthoate synthase: an unique iterative type I PKS from neocarzinostatin producer Streptomyces carzinostaticus.
  Journal
FEBS Lett 566:201-6 (2004)
DOI:10.1016/j.febslet.2004.04.033
Other DBs
ExplorEnz - The Enzyme Database: 2.3.1.237
IUBMB Enzyme Nomenclature: 2.3.1.237
ExPASy - ENZYME nomenclature database: 2.3.1.237
BRENDA, the Enzyme Database: 2.3.1.237
LinkDB

KEGG   REACTION: R11125
Entry
R11125                      Reaction                               
Name
malonyl-CoA:acetyl-CoA malonyltransferase (2-hydroxy-5-methyl-1-naphthoic acid forming)
Definition
Acetyl-CoA + 5 Malonyl-CoA + 2 NADPH + 2 H+ <=> 2-Hydroxy-5-methyl-1-naphthoate + 6 CoA + 5 CO2 + 3 H2O + 2 NADP+
Equation
C00024 + 5 C00083 + 2 C00005 + 2 C00080 <=> C20856 + 6 C00010 + 5 C00011 + 3 C00001 + 2 C00006
Reaction class
RC00001  C00005_C00006
RC00004  C00010_C00024  C00010_C00083
Enzyme
2.3.1.237
Pathway
rn01059  Biosynthesis of enediyne antibiotics
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Module
M00830  Neocarzinostatin naphthoate moiety biosynthesis, malonyl-CoA => 2-hydroxy-5-methyl-1-naphthoate => 2-hydroxy-7-methoxy-5-methyl-1-naphthoyl-CoA
Orthology
K20422  neocarzinostatin naphthoate synthase [EC:2.3.1.237]
Other DBs
RHEA: 42843
LinkDB

DBGET integrated database retrieval system