KEGG   ENZYME: 1.14.14.116
Entry
EC 1.14.14.116              Enzyme                                 

Name
averantin hydroxylase;
AVN hydroxylase;
avnA (gene name);
CYP60A1
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
Sysname
(1'S)-averantin,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (5'-hydroxylating)
Reaction(IUBMB)
(1) (1'S)-averantin + [reduced NADPH---hemoprotein reductase] + O2 = (1'S,5'S)-5'-hydroxyaverantin + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R10317];
(2) (1'S)-averantin + [reduced NADPH---hemoprotein reductase] + O2 = (1'S,5'R)-5'-hydroxyaverantin + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R10318]
Reaction(KEGG)
R10317 R10318
Substrate
(1'S)-averantin [CPD:C20499];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]
Product
(1'S,5'S)-5'-hydroxyaverantin [CPD:C20500];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001];
(1'S,5'R)-5'-hydroxyaverantin [CPD:C20501]
Comment
A cytochrome P-450 (heme-thiolate) protein isolated from the saprophytic mold Aspergillus parasiticus. Involved in aflatoxin biosynthesis. Does not react with (1'R)-averantin.
History
EC 1.14.14.116 created 2013 as EC 1.14.13.174, transferred 2018 to EC 1.14.14.116
Pathway
ec00254  Aflatoxin biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K17645  averantin hydroxylase
Genes
PAN: PODANSg8563
ANI: AN7818.2
AOR: AO090026000021
AFV: AFLA_139260
Reference
1  [PMID:8368836]
  Authors
Yabe K, Matsuyama Y, Ando Y, Nakajima H, Hamasaki T
  Title
Stereochemistry during aflatoxin biosynthesis: conversion of norsolorinic acid to averufin.
  Journal
Appl Environ Microbiol 59:2486-92 (1993)
DOI:10.1128/AEM.59.8.2486-2492.1993
Reference
2  [PMID:9097431]
  Authors
Yu J, Chang PK, Cary JW, Bhatnagar D, Cleveland TE
  Title
avnA, a gene encoding a cytochrome P-450 monooxygenase, is involved in the conversion of averantin to averufin in aflatoxin biosynthesis in Aspergillus parasiticus.
  Journal
Appl Environ Microbiol 63:1349-56 (1997)
DOI:10.1128/AEM.63.4.1349-1356.1997
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.116
IUBMB Enzyme Nomenclature: 1.14.14.116
ExPASy - ENZYME nomenclature database: 1.14.14.116
BRENDA, the Enzyme Database: 1.14.14.116

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