KEGG   ORTHOLOGY: K17652
Entry
K17652                      KO                                     
Symbol
ADHA
Name
5'-hydroxyaverantin dehydrogenase [EC:1.1.1.352]
Pathway
map00254  Aflatoxin biosynthesis
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Module
M00937  Aflatoxin biosynthesis, malonyl-CoA => aflatoxin B1
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00254 Aflatoxin biosynthesis
    K17652  ADHA; 5'-hydroxyaverantin dehydrogenase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.1  Acting on the CH-OH group of donors
   1.1.1  With NAD+ or NADP+ as acceptor
    1.1.1.352  5'-hydroxyaverantin dehydrogenase
     K17652  ADHA; 5'-hydroxyaverantin dehydrogenase
Other DBs
RN: R10310 R10311
COG: COG1028
GO: 0140396
Genes
PAN: PODANSg8562
FFC: NCS54_00724100
ANI: AN7817.2
AOR: AO090026000016
AFV: AFLA_006304
APUU: APUU_20045S
FFU: CLAFUR5_14300
AG: AAB51228(adhA)
Reference
PMID:11055914
  Authors
Chang PK, Yu J, Ehrlich KC, Boue SM, Montalbano BG, Bhatnagar D, Cleveland TE
  Title
adhA in Aspergillus parasiticus is involved in conversion of 5'-hydroxyaverantin to averufin.
  Journal
Appl Environ Microbiol 66:4715-9 (2000)
DOI:10.1128/AEM.66.11.4715-4719.2000
  Sequence
[ag:AAB51228]

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Ontology (4)   
   KEGG BRITE (2)   
   GO (1)   
   COG (1)   
Pathway (7)   
   KEGG PATHWAY (6)   
   KEGG MODULE (1)   
Chemical reaction (4)   
   KEGG ENZYME (1)   
   KEGG REACTION (2)   
   KEGG RCLASS (1)   
Gene (9)   
   KEGG GENES (8)   
   OC (1)   
Literature (1)   
   PubMed (1)   
All databases (25)   

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KEGG   ENZYME: 1.1.1.352
Entry
EC 1.1.1.352                Enzyme                                 
Name
5'-hydroxyaverantin dehydrogenase;
HAVN dehydrogenase;
adhA (gene name)
Class
Oxidoreductases;
Acting on the CH-OH group of donors;
With NAD+ or NADP+ as acceptor
Sysname
(1'S,5'S)-hydroxyaverantin:NAD+ oxidoreductase
Reaction(IUBMB)
(1) (1'S,5'S)-hydroxyaverantin + NAD+ = 5'-oxoaverantin + NADH + H+ [RN:R10310];
(2) (1'S,5'R)-hydroxyaverantin + NAD+ = 5'-oxoaverantin + NADH + H+ [RN:R10311]
Reaction(KEGG)
R10310 R10311
Substrate
(1'S,5'S)-hydroxyaverantin [CPD:C20500];
NAD+ [CPD:C00003];
(1'S,5'R)-hydroxyaverantin [CPD:C20501]
Product
5'-oxoaverantin [CPD:C20502];
NADH [CPD:C00004];
H+ [CPD:C00080]
Comment
Isolated from the aflatoxin-producing mold Aspergillus parasiticus [2]. Involved in aflatoxin biosynthesis. 5'-Oxoaverantin will spontaneously form averufin by intramolecular ketalisation. cf. EC 4.2.1.142, 5'-oxoaverantin cyclase.
History
EC 1.1.1.352 created 2013
Pathway
ec00254  Aflatoxin biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K17652  5'-hydroxyaverantin dehydrogenase
Genes
PAN: PODANSg8562
FFC: NCS54_00724100
ANI: AN7817.2
AOR: AO090026000016
AFV: AFLA_006304
APUU: APUU_20045S
FFU: CLAFUR5_14300
Reference
1  [PMID:11055914]
  Authors
Chang PK, Yu J, Ehrlich KC, Boue SM, Montalbano BG, Bhatnagar D, Cleveland TE
  Title
adhA in Aspergillus parasiticus is involved in conversion of 5'-hydroxyaverantin to averufin.
  Journal
Appl Environ Microbiol 66:4715-9 (2000)
DOI:10.1128/AEM.66.11.4715-4719.2000
  Sequence
[ag:AAB51228]
Reference
2  [PMID:14602595]
  Authors
Sakuno E, Yabe K, Nakajima H
  Title
Involvement of two cytosolic enzymes and a novel intermediate, 5'-oxoaverantin, in the pathway from 5'-hydroxyaverantin to averufin in aflatoxin biosynthesis.
  Journal
Appl Environ Microbiol 69:6418-26 (2003)
DOI:10.1128/AEM.69.11.6418-6426.2003
  Sequence
[ag:AAB51228]
Other DBs
ExplorEnz - The Enzyme Database: 1.1.1.352
IUBMB Enzyme Nomenclature: 1.1.1.352
ExPASy - ENZYME nomenclature database: 1.1.1.352
BRENDA, the Enzyme Database: 1.1.1.352

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Pathway (7)   
   KEGG PATHWAY (6)   
   KEGG MODULE (1)   
Chemical substance (6)   
   KEGG COMPOUND (6)   
Chemical reaction (3)   
   KEGG REACTION (2)   
   KEGG RCLASS (1)   
Gene (9)   
   KEGG ORTHOLOGY (1)   
   KEGG GENES (8)   
Protein sequence (8)   
   UniProt (5)   
   SWISS-PROT (3)   
DNA sequence (4)   
   GenBank (2)   
   EMBL (2)   
Protein domain (3)   
   InterPro (3)   
All databases (40)   

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KEGG   REACTION: R10310
Entry
R10310                      Reaction                               
Name
(1'S,5'S)-hydroxyaverantin:NAD+ oxidoreductase
Definition
(1'S,5'S)-5'-Hydroxyaverantin + NAD+ <=> 5'-Oxoaverantin + NADH + H+
Equation
C20500 + C00003 <=> C20502 + C00004 + C00080
Reaction class
RC00001  C00003_C00004
RC00117  C20500_C20502
Enzyme
1.1.1.352
Pathway
rn00254  Aflatoxin biosynthesis
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Module
M00937  Aflatoxin biosynthesis, malonyl-CoA => aflatoxin B1
Orthology
K17652  5'-hydroxyaverantin dehydrogenase [EC:1.1.1.352]
Other DBs
RHEA: 35478

  All links  
Ontology (1)   
   KEGG BRITE (1)   
Pathway (7)   
   KEGG PATHWAY (6)   
   KEGG MODULE (1)   
Chemical substance (5)   
   KEGG COMPOUND (5)   
Chemical reaction (3)   
   KEGG ENZYME (1)   
   KEGG RCLASS (2)   
Gene (9)   
   KEGG ORTHOLOGY (1)   
   KEGG GENES (8)   
All databases (25)   

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