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Literature summary extracted from

  • Yabe, K.; Matsuyama, Y.; Ando, Y.; Nakajima, H.; Hamasaki, T.
    Stereochemistry during aflatoxin biosynthesis: Conversion of norsolorinic acid to averufin (1993), Appl. Environ. Microbiol., 59, 2486-2492.
    View publication on PubMedView publication on EuropePMC

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
1.1.1.B25 cytosol
-
Aspergillus parasiticus 5829
-
1.1.1.349 cytosol
-
Aspergillus parasiticus 5829
-
1.14.14.116 cytosol
-
Aspergillus parasiticus 5829
-
1.14.14.116 microsome
-
Aspergillus parasiticus
-
-

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.1.1.B25 norsolorinate + NADPH + H+ Aspergillus parasiticus
-
(1'S)-averantin + NADP+
-
?
1.14.14.116 (1'S)-averantin + NADPH + H+ + O2 Aspergillus parasiticus
-
(1'S,5'R)-5'-hydroxyaverantin + NADP+ + H2O
-
?
1.14.14.116 (1'S)-averantin + NADPH + H+ + O2 Aspergillus parasiticus NIAH-26
-
(1'S,5'R)-5'-hydroxyaverantin + NADP+ + H2O
-
?
1.14.14.116 (1'S)-averantin + [reduced NADPH-hemoprotein reductase] + O2 Aspergillus parasiticus the enzyme catalyzes a reaction in the aflatoxin biosynthesis pathway. No activity with (1'R)-averantin. The enzyme specifically hydroxylates (1'S)-averantin to both diastereomers (1'S,5'R)-hydroxyaverantin and (1'S,5'S)-hydroxyaverantin (1'S,5'R)-hydroxyaverantin + [oxidized NADPH-hemoprotein reductase] + H2O
-
?
1.14.14.116 (1'S)-averantin + [reduced NADPH-hemoprotein reductase] + O2 Aspergillus parasiticus
-
(1'S,5'S)-5'-hydroxyaverantin + [oxidized NADPH-hemoprotein reductase] + H2O
-
?
1.14.14.116 (1'S)-averantin + [reduced NADPH-hemoprotein reductase] + O2 Aspergillus parasiticus the enzyme catalyzes a reaction in the aflatoxin biosynthesis pathway. No activity with (1'R)-averantin. The enzyme specifically hydroxylates (1'S)-averantin to both diastereomers (1'S,5'R)-hydroxyaverantin and (1'S,5'S)-hydroxyaverantin (1'S,5'S)-5'-hydroxyaverantin + [oxidized NADPH-hemoprotein reductase] + H2O
-
?

Organism

EC Number Organism UniProt Comment Textmining
1.1.1.B25 Aspergillus parasiticus
-
-
-
1.1.1.B25 Aspergillus parasiticus NIAH-26
-
-
-
1.1.1.349 Aspergillus parasiticus
-
-
-
1.1.1.349 Aspergillus parasiticus NIAH-26
-
-
-
1.14.14.116 Aspergillus parasiticus
-
-
-
1.14.14.116 Aspergillus parasiticus NIAH-26
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.1.1.B25 norsolorinate + NADPH + H+
-
Aspergillus parasiticus (1'S)-averantin + NADP+
-
?
1.1.1.B25 norsolorinate + NADPH + H+ (1'S)-averantin is exclusively produced from norsolorinate in the presence of NADPH. Also, only (1'S)-averantin, and not (1'R)-averantin serves as a substrate for the reverse reaction from averantin to norsolorinate Aspergillus parasiticus (1'S)-averantin + NADP+
-
r
1.1.1.349 (1'S)-averantin + NADP+
-
Aspergillus parasiticus norsolorinic acid + NADPH + H+
-
r
1.1.1.349 (1'S)-averantin + NADP+
-
Aspergillus parasiticus NIAH-26 norsolorinic acid + NADPH + H+
-
r
1.1.1.349 additional information the enzyme cannot use (1’R)-averantin as substrate in the reverse reaction Aspergillus parasiticus ?
-
?
1.1.1.349 additional information the enzyme cannot use (1’R)-averantin as substrate in the reverse reaction Aspergillus parasiticus NIAH-26 ?
-
?
1.1.1.349 norsolorinic acid + NADPH + H+
-
Aspergillus parasiticus (1'S)-averantin + NADP+
-
r
1.1.1.349 norsolorinic acid + NADPH + H+
-
Aspergillus parasiticus NIAH-26 (1'S)-averantin + NADP+
-
r
1.14.14.116 (1'S)-averantin + NADPH + H+ + O2
-
Aspergillus parasiticus (1'S,5'R)-5'-hydroxyaverantin + NADP+ + H2O
-
?
1.14.14.116 (1'S)-averantin + NADPH + H+ + O2
-
Aspergillus parasiticus NIAH-26 (1'S,5'R)-5'-hydroxyaverantin + NADP+ + H2O
-
?
1.14.14.116 (1'S)-averantin + [reduced NADPH-hemoprotein reductase] + O2 the enzyme catalyzes a reaction in the aflatoxin biosynthesis pathway. No activity with (1'R)-averantin. The enzyme specifically hydroxylates (1'S)-averantin to both diastereomers (1'S,5'R)-hydroxyaverantin and (1'S,5'S)-hydroxyaverantin Aspergillus parasiticus (1'S,5'R)-hydroxyaverantin + [oxidized NADPH-hemoprotein reductase] + H2O
-
?
1.14.14.116 (1'S)-averantin + [reduced NADPH-hemoprotein reductase] + O2 no activity with (1'R)-averantin. The enzyme specifically hydroxylates (1'S)-averantin to both diastereomers (1'S,5'R)-hydroxyaverantin and (1'S,5'S)-hydroxyaverantin Aspergillus parasiticus (1'S,5'R)-hydroxyaverantin + [oxidized NADPH-hemoprotein reductase] + H2O
-
?
1.14.14.116 (1'S)-averantin + [reduced NADPH-hemoprotein reductase] + O2
-
Aspergillus parasiticus (1'S,5'S)-5'-hydroxyaverantin + [oxidized NADPH-hemoprotein reductase] + H2O
-
?
1.14.14.116 (1'S)-averantin + [reduced NADPH-hemoprotein reductase] + O2 the enzyme catalyzes a reaction in the aflatoxin biosynthesis pathway. No activity with (1'R)-averantin. The enzyme specifically hydroxylates (1'S)-averantin to both diastereomers (1'S,5'R)-hydroxyaverantin and (1'S,5'S)-hydroxyaverantin Aspergillus parasiticus (1'S,5'S)-5'-hydroxyaverantin + [oxidized NADPH-hemoprotein reductase] + H2O
-
?
1.14.14.116 (1'S)-averantin + [reduced NADPH-hemoprotein reductase] + O2 no activity with (1'R)-averantin. The enzyme specifically hydroxylates (1'S)-averantin to both diastereomers (1'S,5'R)-hydroxyaverantin and (1'S,5'S)-hydroxyaverantin Aspergillus parasiticus (1'S,5'S)-5'-hydroxyaverantin + [oxidized NADPH-hemoprotein reductase] + H2O
-
?
1.14.14.116 additional information the enzyme does not act on (1'R)-averantin Aspergillus parasiticus ?
-
?
1.14.14.116 additional information the enzyme does not act on (1'R)-averantin Aspergillus parasiticus NIAH-26 ?
-
?

Synonyms

EC Number Synonyms Comment Organism
1.14.14.116 AVN monooxygenase
-
Aspergillus parasiticus

General Information

EC Number General Information Comment Organism
1.1.1.349 metabolism the enzyme is involved in the aflatoxin pathway Aspergillus parasiticus