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Information on EC 1.1.1.352 - 5'-hydroxyaverantin dehydrogenase
for references in articles please use BRENDA:EC1.1.1.352
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EC Tree 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
IUBMB Comments
Isolated from the aflatoxin-producing mold Aspergillus parasiticus . Involved in aflatoxin biosynthesis. 5′-Oxoaverantin will spontaneously form averufin by intramolecular ketalisation. cf. EC 4.2.1.142, 5′-oxoaverantin cyclase.
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
Reaction Schemes
showSynonyms
havn dehydrogenase, 5'-hydroxyaverantin dehydrogenase, more
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
AdhA
alcohol dehydrogenase
HAVN dehydrogenase
AdhA
-
-
-
-
HAVN dehydrogenase
-
-
-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
(1'S,5'R)-hydroxyaverantin + NAD+ = 5'-oxoaverantin + NADH + H+
(2)
-
-
-
(1'S,5'S)-hydroxyaverantin + NAD+ = 5'-oxoaverantin + NADH + H+
(1)
-
-
-
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PATHWAY SOURCE
PATHWAYS
BRENDA
MetaCyc
(1'S,5'S)-averufin biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
(1'S,5'S)-hydroxyaverantin:NAD+ oxidoreductase
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.
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(1'S,5'S)-hydroxyaverantin + NAD+
5'-oxoaverantin + NADH + H+
-
Substrates: -
Products: -
Products: -
?
(1'S,5'S)-hydroxyaverantin + NAD+
5'-oxoaverantin + NADH + H+
-
Substrates: -
Products: -
Products: -
?
5'-hydroxyaverantin + NAD(P)+
5'-oxoaverantin + NAD(P)H + H+
Substrates: -
Products: -
Products: -
?
5'-hydroxyaverantin + NAD(P)+
5'-oxoaverantin + NAD(P)H + H+
Substrates: -
Products: -
Products: -
?
5'-hydroxyaverantin + NAD(P)+
5'-oxoaverantin + NAD(P)H + H+
Substrates: -
Products: -
Products: -
?
5'-hydroxyaverantin + NAD+
5'-oxoaverantin + NADH + H+
-
Substrates: -
Products: -
Products: -
?
5'-hydroxyaverantin + NAD+
5'-oxoaverantin + NADH + H+
-
Substrates: -
Products: -
Products: -
?
5'-hydroxyaverantin + NADP+
5'-oxoaverantin + NADPH + H+
-
Substrates: -
Products: -
Products: -
ir
5'-hydroxyaverantin + NADP+
5'-oxoaverantin + NADPH + H+
Levilactobacillus brevis IFO 12005
-
Substrates: -
Products: -
Products: -
ir
additional information
?
-
-
Substrates: no activity with NAD+
Products: -
Products: -
?
additional information
?
-
Levilactobacillus brevis IFO 12005
-
Substrates: no activity with NAD+
Products: -
Products: -
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
5'-hydroxyaverantin + NAD+
5'-oxoaverantin + NADH + H+
-
Substrates: -
Products: -
Products: -
?
5'-hydroxyaverantin + NAD+
5'-oxoaverantin + NADH + H+
-
Substrates: -
Products: -
Products: -
?
5'-hydroxyaverantin + NADP+
5'-oxoaverantin + NADPH + H+
-
Substrates: -
Products: -
Products: -
ir
5'-hydroxyaverantin + NADP+
5'-oxoaverantin + NADPH + H+
Levilactobacillus brevis IFO 12005
-
Substrates: -
Products: -
Products: -
ir
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
4,6-dihydroxy-5-methoxy-6a-methylcyclohexa[de]indano-[7,6-e]cyclopenta[c]2H-pyran-1,9-dione
-
TAEMC161, specific inhibitor
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.0426
5'-hydroxyaverantin
-
in 30 mM potassium phosphate buffer (pH 7.5), at 37Ā°C
0.083
5'-hydroxyaverantin
-
in 60 mM potassium phosphate buffer (pH 7.5), at 30Ā°C
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IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.25
4,6-dihydroxy-5-methoxy-6a-methylcyclohexa[de]indano-[7,6-e]cyclopenta[c]2H-pyran-1,9-dione
Aspergillus parasiticus
-
in 50 mM Tris-HCl buffer (pH 8.5), at 33Ā°C
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
0.000032
-
crude enzyme, in 60 mM potassium phosphate buffer (pH 7.5), at 30Ā°C
0.0222
-
after 694fold purification, in 60 mM potassium phosphate buffer (pH 7.5), at 30Ā°C
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
Highest Expressing Human Cell Lines
Cell Line LinksPlease wait a moment until the data is sorted. This message will disappear when the data is sorted.
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable).
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable). ADHA_DOTSN
Dothistroma septosporum (strain NZE10 / CBS 128990)
306
0
32944
Swiss-Prot
other Location (Reliability: 2)
STCG_EMENI
Emericella nidulans (strain FGSC A4 / ATCC 38163 / CBS 112.46 / NRRL 194 / M139)
305
0
32640
Swiss-Prot
other Location (Reliability: 2)
AFLH_ASPPU
Aspergillus parasiticus (strain ATCC 56775 / NRRL 5862 / SRRC 143 / SU-1)
278
0
29557
Swiss-Prot
other Location (Reliability: 2)
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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SUBUNIT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
homodimer
homotrimer
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PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
ammonium sulfate precipitation, butyl-Toyopearl 650 M column chromatography
-
ammonium sulfate precipitation, DE 52 column chromatography, butyl Toyopearl column chromatography, hydroxyapatite column chromatography, Mono Q column chromatography, Resource Q column chromatography, and Superdex 200 gel filtration
-
DEAE Sepharose CL-6B column chromatography, phenyl Sepharose column chromatography, Mono Q column chromatography, and Sephacryl S-300 gel filtration
-
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CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Chang, P.K.; Yu, J.; Ehrlich, K.C.; Boue, S.M.; Montalbano, B.G.; Bhatnagar, D.; Cleveland, T.E.
adhA in Aspergillus parasiticus is involved in conversion of 5-hydroxyaverantin to averufin
Appl. Environ. Microbiol.
66
4715-4719
2000
Aspergillus parasiticus (P87017), Aspergillus parasiticus SRRC 2043 (P87017), Aspergillus parasiticus SU-1 (P87017)
brenda
Sakuno, E.; Yabe, K.; Nakajima, H.
Involvement of two cytosolic enzymes and a novel intermediate, 5-oxoaverantin, in the pathway from 5-hydroxyaverantin to averufin in aflatoxin biosynthesis
Appl. Environ. Microbiol.
69
6418-6426
2003
Aspergillus parasiticus, Aspergillus parasiticus NIAH-26
brenda
Sakuno, E.; Kameyama, M.; Nakajima, H.; Yabe, K.
Purification and gene cloning of a dehydrogenase from Lactobacillus brevis that catalyzes a reaction involved in aflatoxin biosynthesis
Biosci. Biotechnol. Biochem.
72
724-734
2008
Levilactobacillus brevis, Levilactobacillus brevis IFO 12005
brenda
Sakuno, E.; Yabe, K.; Hamasaki, T.; Nakajima, H.
A new inhibitor of 5-hydroxyaverantin dehydrogenase, an enzyme involved in aflatoxin biosynthesis, from Trichoderma hamatum
J. Nat. Prod.
63
1677-1678
2000
Aspergillus parasiticus, Aspergillus parasiticus NIAH-26
brenda
EXTERNAL LINKS (specific for EC-Number 1.1.1.352)
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Release 2023.1 (January 2023)
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