KEGG   ORTHOLOGY: K15320Help
Entry
K15320                      KO                                     

Name
ATX, chlB1, mdpB
Definition
6-methylsalicylic acid synthase [EC:2.3.1.165]
Pathway
ko01059  Biosynthesis of enediyne antibiotics
ko01100  Metabolic pathways
ko01130  Biosynthesis of antibiotics
Module
M00829  3,6-Dimethylsalicylyl-CoA biosynthesis, malonyl-CoA => 6-methylsalicylate => 3,6-dimethylsalicylyl-CoA
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   01059 Biosynthesis of enediyne antibiotics
    K15320  ATX, chlB1, mdpB; 6-methylsalicylic acid synthase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   01008 Polyketide biosynthesis proteins
    K15320  ATX, chlB1, mdpB; 6-methylsalicylic acid synthase
Enzymes [BR:ko01000]
 2. Transferases
  2.3  Acyltransferases
   2.3.1  Transferring groups other than aminoacyl groups
    2.3.1.165  6-methylsalicylic-acid synthase
     K15320  ATX, chlB1, mdpB; 6-methylsalicylic acid synthase
Polyketide biosynthesis proteins [BR:ko01008]
 Polyketide synthase (PKS)
  Iterative type I PKS
   Fungal partially reducing PKS (PR-PKS)
    K15320  ATX, chlB1, mdpB; 6-methylsalicylic acid synthase
BRITE hierarchy
Other DBs
RN: R07253
COG: COG0331 COG3321 COG1028
GO: 0050641
Genes
ELA: UCREL1_5691
PFY: PFICI_12928
GLZ: GLAREA_12216
AOR: AO090206000074
ANG: ANI_1_136174(An10g00140)
AFV: AFLA_114820
ACT: ACLA_093660
PCS: Pc16g00370 Pc22g08170
PDP: PDIP_42600
ABE: ARB_05854
TVE: TRV_06867
PTE: PTT_13075
MMC: Mmcs_3472
MKM: Mkms_3535
MJL: Mjls_3485
MVA: Mvan_3852
MGI: Mflv_2690
MPHL: MPHLCCUG_03492(ppsA_2)
MVQ: MYVA_3673
MTHN: 4412656_02813(ppsA_3)
MHAS: MHAS_01350(aziB)
MJD: JDM601_1527(ppsD)
SALJ: SMD11_6411
SEN: SACE_5308(chlB1)
AOI: AORI_5397(ppsA)
PSEH: XF36_29085
SESP: BN6_39100(pks6-1)
ACTI: UA75_18040
ACAD: UA74_17515
AG: AAZ77673(chlB1) ABY66019(mdpB) BAA20102(atX) CAA39295
 » show all
TaxonomyKoalaUniProt
Reference
PMID:9003280 (atX)
  Authors
Fujii I, Ono Y, Tada H, Gomi K, Ebizuka Y, Sankawa U
  Title
Cloning of the polyketide synthase gene atX from Aspergillus terreus and its identification as the 6-methylsalicylic acid synthase gene by heterologous expression.
  Journal
Mol Gen Genet 253:1-10 (1996)
DOI:10.1007/s004380050289
  Sequence
Reference
PMID:16677607 (chlB1)
  Authors
Shao L, Qu XD, Jia XY, Zhao QF, Tian ZH, Wang M, Tang GL, Liu W
  Title
Cloning and characterization of a bacterial iterative type I polyketide synthase gene encoding the 6-methylsalicyclic acid synthase.
  Journal
Biochem Biophys Res Commun 345:133-9 (2006)
DOI:10.1016/j.bbrc.2006.04.069
  Sequence
Reference
PMID:2209605
  Authors
Beck J, Ripka S, Siegner A, Schiltz E, Schweizer E
  Title
The multifunctional 6-methylsalicylic acid synthase gene of Penicillium patulum. Its gene structure relative to that of other polyketide synthases.
  Journal
Eur J Biochem 192:487-98 (1990)
DOI:10.1111/j.1432-1033.1990.tb19252.x
  Sequence
Reference
PMID:17918933 (mdpB)
  Authors
Van Lanen SG, Oh TJ, Liu W, Wendt-Pienkowski E, Shen B
  Title
Characterization of the maduropeptin biosynthetic gene cluster from Actinomadura madurae ATCC 39144 supporting a unifying paradigm for enediyne biosynthesis.
  Journal
J Am Chem Soc 129:13082-94 (2007)
DOI:10.1021/ja073275o
  Sequence

KEGG   ENZYME: 2.3.1.165Help
Entry
EC 2.3.1.165                Enzyme                                 

Name
6-methylsalicylic-acid synthase;
MSAS;
6-methylsalicylic acid synthase
Class
Transferases;
Acyltransferases;
Transferring groups other than aminoacyl groups
BRITE hierarchy
Sysname
acyl-CoA:malonyl-CoA C-acyltransferase (decarboxylating, oxoacyl-reducing, thioester-hydrolysing and cyclizing)
Reaction(IUBMB)
acetyl-CoA + 3 malonyl-CoA + NADPH + H+ = 6-methylsalicylate + 4 CoA + 3 CO2 + NADP+ + H2O [RN:R07253]
Reaction(KEGG)
Substrate
acetyl-CoA [CPD:C00024];
malonyl-CoA [CPD:C00083];
NADPH [CPD:C00005];
H+ [CPD:C00080]
Product
6-methylsalicylate [CPD:C02657];
CoA [CPD:C00010];
CO2 [CPD:C00011];
NADP+ [CPD:C00006];
H2O [CPD:C00001]
Comment
A multienzyme complex with a 4'-phosphopantetheine prosthetic group on the acyl carrier protein. It has a similar sequence to vertebrate type I fatty acid synthase. Acetoacetyl-CoA can also act as a starter molecule.
History
EC 2.3.1.165 created 2002
Pathway
ec01059  Biosynthesis of enediyne antibiotics
ec01100  Metabolic pathways
ec01130  Biosynthesis of antibiotics
Orthology
K15320  6-methylsalicylic acid synthase
Genes
ELA: UCREL1_5691
PFY: PFICI_12928
GLZ: GLAREA_12216
AOR: AO090206000074
ANG: ANI_1_136174(An10g00140)
AFV: AFLA_114820
ACT: ACLA_093660
PCS: Pc16g00370 Pc22g08170
PDP: PDIP_42600
ABE: ARB_05854
TVE: TRV_06867
PTE: PTT_13075
MMC: Mmcs_3472
MKM: Mkms_3535
MJL: Mjls_3485
MVA: Mvan_3852
MGI: Mflv_2690
MPHL: MPHLCCUG_03492(ppsA_2)
MVQ: MYVA_3673
MTHN: 4412656_02813(ppsA_3)
MHAS: MHAS_01350(aziB)
MJD: JDM601_1527(ppsD)
SALJ: SMD11_6411
SEN: SACE_5308(chlB1)
AOI: AORI_5397(ppsA)
PSEH: XF36_29085
SESP: BN6_39100(pks6-1)
ACTI: UA75_18040
ACAD: UA74_17515
 » show all
Taxonomy
Reference
1  [PMID:1471999]
  Authors
Spencer JB, Jordan PM.
  Title
Purification and properties of 6-methylsalicylic acid synthase from Penicillium patulum.
  Journal
Biochem J 288 ( Pt 3):839-46 (1992)
Reference
2  [PMID:8823160]
  Authors
Child CJ, Spencer JB, Bhogal P, Shoolingin-Jordan PM.
  Title
Structural similarities between 6-methylsalicylic acid synthase from Penicillium patulum and vertebrate type I fatty acid synthase: evidence from thiol modification studies.
  Journal
Biochemistry 35:12267-74 (1996)
DOI:10.1021/bi960422e
Reference
3  [PMID:10935930]
  Authors
Richardson MT, Pohl NL, Kealey JT, Khosla C.
  Title
Tolerance and specificity of recombinant 6-methylsalicyclic acid synthase.
  Journal
Metab Eng 1:180-7 (1999)
DOI:10.1006/mben.1999.0113
Other DBs
ExplorEnz - The Enzyme Database: 2.3.1.165
IUBMB Enzyme Nomenclature: 2.3.1.165
ExPASy - ENZYME nomenclature database: 2.3.1.165
BRENDA, the Enzyme Database: 2.3.1.165
CAS: 9045-37-8

KEGG   REACTION: R07253Help
Entry
R07253                      Reaction                               

Name
acyl-CoA:malonyl-CoA C-acyltransferase (decarboxylating, oxoacyl-reducing, thioester-hydrolysing and cyclizing)
Definition
Acetyl-CoA + 3 Malonyl-CoA + NADPH + H+ <=> 6-Methylsalicylate + 4 CoA + 3 CO2 + NADP+ + H2O
Equation
Reaction class
RC00001  C00005_C00006
RC00004  C00010_C00024  C00010_C00083
Enzyme
Pathway
rn01059  Biosynthesis of enediyne antibiotics
rn01100  Metabolic pathways
rn01130  Biosynthesis of antibiotics
Module
M00829  3,6-Dimethylsalicylyl-CoA biosynthesis, malonyl-CoA => 6-methylsalicylate => 3,6-dimethylsalicylyl-CoA
Orthology
K15320  6-methylsalicylic acid synthase [EC:2.3.1.165]
Other DBs
RHEA: 12243

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