KEGG   ORTHOLOGY: K20984
Entry
K20984            Tight     KO                                     

Name
LOVF
Definition
2-methylbutanoate polyketide synthase [EC:2.3.1.244]
Pathway
ko00999  Biosynthesis of various secondary metabolites - part 1
ko01100  Metabolic pathways
ko01110  Biosynthesis of secondary metabolites
Module
M00893  Lovastatin biosynthesis, malonyl-CoA => lovastatin acid
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00999 Biosynthesis of various secondary metabolites - part 1
    K20984  LOVF; 2-methylbutanoate polyketide synthase
Enzymes [BR:ko01000]
 2. Transferases
  2.3  Acyltransferases
   2.3.1  Transferring groups other than aminoacyl groups
    2.3.1.244  2-methylbutanoate polyketide synthase
     K20984  LOVF; 2-methylbutanoate polyketide synthase
Other DBs
RN: R11445
Genes
AG: AAD34559(LOVF)
Reference
  Authors
Kennedy J, Auclair K, Kendrew SG, Park C, Vederas JC, Hutchinson CR
  Title
Modulation of polyketide synthase activity by accessory proteins during lovastatin biosynthesis.
  Journal
Science 284:1368-72 (1999)
DOI:10.1126/science.284.5418.1368
  Sequence

KEGG   ENZYME: 2.3.1.244
Entry
EC 2.3.1.244                Enzyme                                 

Name
2-methylbutanoate polyketide synthase;
LovF
Class
Transferases;
Acyltransferases;
Transferring groups other than aminoacyl groups
Sysname
acyl-CoA:malonyl-CoA C-acyltransferase (2-methylbutanoate-forming)
Reaction(IUBMB)
2 malonyl-CoA + [2-methylbutanoate polyketide synthase] + 2 NADPH + 3 H+ + S-adenosyl-L-methionine = (S)-2-methylbutanoyl-[2-methylbutanoate polyketide synthase] + 2 CoA + 2 CO2 + 2 NADP+ + S-adenosyl-L-homocysteine + H2O [RN:R11445]
Reaction(KEGG)
R11445
Substrate
malonyl-CoA [CPD:C00083];
[2-methylbutanoate polyketide synthase];
NADPH [CPD:C00005];
H+ [CPD:C00080];
S-adenosyl-L-methionine [CPD:C00019]
Product
(S)-2-methylbutanoyl-[2-methylbutanoate polyketide synthase];
CoA [CPD:C00010];
CO2 [CPD:C00011];
NADP+ [CPD:C00006];
S-adenosyl-L-homocysteine [CPD:C00021];
H2O [CPD:C00001]
Comment
This polyketide synthase enzyme forms the (S)-2-methylbutanoate side chain during lovastatin biosynthesis by the filamentous fungus Aspergillus terreus. The overall reaction comprises a single condensation reaction followed by alpha-methylation, beta-ketoreduction, dehydration, and alpha,beta-enoyl reduction.
History
EC 2.3.1.244 created 2015, modified 2016
Pathway
ec00999  Biosynthesis of various secondary metabolites - part 1
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K20984  2-methylbutanoate polyketide synthase
Reference
1  [PMID:10334994]
  Authors
Kennedy J, Auclair K, Kendrew SG, Park C, Vederas JC, Hutchinson CR.
  Title
Modulation of polyketide synthase activity by accessory proteins during lovastatin biosynthesis.
  Journal
Science 284:1368-72 (1999)
DOI:10.1126/science.284.5418.1368
  Sequence
Reference
2  [PMID:21069965]
  Authors
Meehan MJ, Xie X, Zhao X, Xu W, Tang Y, Dorrestein PC
  Title
FT-ICR-MS characterization of intermediates in the biosynthesis of the alpha-methylbutyrate side chain of lovastatin by the 277 kDa polyketide synthase  LovF.
  Journal
Biochemistry 50:287-99 (2011)
DOI:10.1021/bi1014776
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 2.3.1.244
IUBMB Enzyme Nomenclature: 2.3.1.244
ExPASy - ENZYME nomenclature database: 2.3.1.244
BRENDA, the Enzyme Database: 2.3.1.244

KEGG   REACTION: R11445
Entry
R11445                      Reaction                               

Name
malonyl-CoA:malonyl-CoA C-acyltransferase (decarboxylating, methylating, 2-methylbutanoate-forming)
Definition
2 Malonyl-CoA + Acyl-carrier protein + 2 NADPH + 2 H+ + S-Adenosyl-L-methionine <=> (S)-2-Methylbutanoyl-[acp] + 2 CoA + 2 CO2 + 2 NADP+ + S-Adenosyl-L-homocysteine + H2O
Equation
2 C00083 + C00229 + 2 C00005 + 2 C00080 + C00019 <=> C21129 + 2 C00010 + 2 C00011 + 2 C00006 + C00021 + C00001
Comment
Acy-carrier protein is acp domain of the enzyme itself [KO:K20984].
Reaction class
RC00039  C00229_C21129
Enzyme
Pathway
rn00999  Biosynthesis of various secondary metabolites - part 1
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Module
M00893  Lovastatin biosynthesis, malonyl-CoA => lovastatin acid
Orthology
K20984  2-methylbutanoate polyketide synthase [EC:2.3.1.244]
Other DBs
RHEA: 42855

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