KEGG ENZYME: 1.1.1.352

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

DBGET integrated database retrieval system