ExplorEnz: EC 1.14.14.116

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1.14.14.116

Accepted name:

averantin hydroxylase

Reaction:

(1) (1′S)-averantin + [reduced NADPH—hemoprotein reductase] + O₂ = (1′S,5′S)-5′-hydroxyaverantin + [oxidized NADPH—hemoprotein reductase] + H₂O
(2) (1′S)-averantin + [reduced NADPH—hemoprotein reductase] + O₂ = (1′S,5′R)-5′-hydroxyaverantin + [oxidized NADPH—hemoprotein reductase] + H₂O

For diagram of aflatoxin biosynthesis (part 1), click here

Glossary:

averantin = 1,3,6,8-tetrahydroxy-2-[(1S)-1-hydroxyhexyl]anthracene-9,10-dione

Other name(s):

AVN hydroxylase; avnA (gene name); CYP60A1

Systematic name:

(1′S)-averantin,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase (5′-hydroxylating)

Comments:

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.

Links to other databases:

BRENDA, EXPASY, KEGG, MetaCyc

References:

1.	Yabe, K., Matsuyama, Y., Ando, Y., Nakajima, H. and Hamasaki, T. Stereochemistry during aflatoxin biosynthesis: conversion of norsolorinic acid to averufin. Appl. Environ. Microbiol. 59 (1993) 2486–2492. [PMID: 8368836]
2.	Yu, J., Chang, P.K., Cary, J.W., Bhatnagar, D. and Cleveland, T.E. avnA, a gene encoding a cytochrome P-450 monooxygenase, is involved in the conversion of averantin to averufin in aflatoxin biosynthesis in Aspergillus parasiticus. Appl. Environ. Microbiol. 63 (1997) 1349–1356. [PMID: 9097431]

[EC 1.14.14.116 created 2013 as EC 1.14.13.174, transferred 2018 to EC 1.14.14.116]