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
Reaction
R10310  (1'S,5'S)-hydroxyaverantin:NAD+ oxidoreductase
R10311  (1'S,5'R)-hydroxyaverantin:NAD+ oxidoreductase
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
COG: COG1028
GO: 0140396
Genes
PAN: PODANSg8562
PBEL: QC761_207330
PPSD: QC762_207330
PPSP: QC763_207330
PPSA: QC764_207330
FFC: NCS54_00724100
FKR: NCS57_00764400
ANI: ANIA_07817
AOR: AO090026000016
AFV: AFLA_006304
APUU: APUU_20045S
ARAB: EKO05_0011495
FFU: CLAFUR5_14300
CBET: CB0940_03004
AG: AAB51228(adhA)
 » show all
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]
LinkDB

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
PBEL: QC761_207330
PPSD: QC762_207330
PPSP: QC763_207330
PPSA: QC764_207330
FFC: NCS54_00724100
FKR: NCS57_00764400
ANI: ANIA_07817
AOR: AO090026000016
AFV: AFLA_006304
APUU: APUU_20045S
ARAB: EKO05_0011495
FFU: CLAFUR5_14300
CBET: CB0940_03004
 » show all
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
LinkDB

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
Brite
Enzymatic reactions [BR:br08201]
 1. Oxidoreductase reactions
  1.1  Acting on the CH-OH group of donors
   1.1.1  With NAD+ or NADP+ as acceptor
    1.1.1.352
     R10310  (1'S,5'S)-5'-Hydroxyaverantin + NAD+ <=> 5'-Oxoaverantin + NADH + H+
Orthology
K17652  5'-hydroxyaverantin dehydrogenase [EC:1.1.1.352]
Other DBs
RHEA: 35478
LinkDB

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