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Ligand versiconal

Basic Ligand Information

Molecular Structure

Show all BRENDA pathways known for versiconal

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (2 results)

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Show Natural Substrate (2 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.353

versiconal + NADPH + H+ = versiconol + NADP+

721332

-

4.2.1.143

versiconal = versicolorin B + H2O

748620, 748719

-

Substrate in Enzyme-catalyzed Reactions (3 results)

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Show Substrate (3 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.353

versiconal + NADPH + H+ = versiconol + NADP+

721332, 722317

-

4.2.1.143

versiconal = (-)-versicolorin B + H2O

721317

-

4.2.1.143

versiconal = versicolorin B + H2O

721407, 722606, 748620, 748719, 721335, 721453

-

4.2.1.143

2 entries

Product in Enzyme-catalyzed Reactions (1 result)

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Show Product (1 entry)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

3.1.1.94

versiconal hemiacetal acetate + H2O = versiconal + acetate

-

-

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (1 result)

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Show Turnover Number (1 entry)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

4.2.1.143

2.1

-

pH 6.5, 37°C

722606

K_M Value (2 results)

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Show KM Value (2 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

4.2.1.143

0.0031

-

pH 6.0, 30°C

721407

4.2.1.143

0.0065

-

pH 6.5, 37°C

722606

4.2.1.143

2 entries

References & Links

Literature References (9)

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Show Reference (9 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

721317

8368837

Stereochemistry during aflatoxin biosynthesis: Cyclase reaction in the conversion of versiconal to versicolorin B and racemization of versiconal hemiacetal acetate

1993

Yabe, K.; Hamasaki, T.

Appl. Environ. Microbiol.

59

2493-2500

721332

12513978

Enzymatic conversion of averufin to hydroxyversicolorone and elucidation of a novel metabolic grid involved in aflatoxin biosynthesis

2003

Yabe, K.; Chihaya, N.; Hamamatsu, S.; Sakuno, E.; Hamasaki, T.; Nakajima, H.; Bennett, J.W.

Appl. Environ. Microbiol.

69

66-73

721335

15932995

Aspergillus parasiticus cyclase catalyzes two dehydration steps in aflatoxin biosynthesis

2005

Sakuno, E.; Wen, Y.; Hatabayashi, H.; Arai, H.; Aoki, C.; Yabe, K.; Nakajima, H.

Appl. Environ. Microbiol.

71

2999-3006

721407

1731640

Purification and properties of versiconal cyclase from Aspergillus parasiticus

1992

Lin, B.; Anderson, J.

Arch. Biochem. Biophys.

293

67-70

721453

15258720

Distribution and sub-cellular localization of the aflatoxin enzyme versicolorin B synthase in time-fractionated colonies of Aspergillus parasiticus

2004

Chiou, C.H.; Lee, L.W.; Owens, S.A.; Whallon, J.H.; Klomparens, K.L.; Townsend, C.A.; Linz, J.E.

Arch. Microbiol.

182

67-79

722317

19211038

Participation in aflatoxin biosynthesis by a reductase enzyme encoded by vrdA gene outside the aflatoxin gene cluster

2009

Shima, Y.; Shiina, M.; Shinozawa, T.; Ito, Y.; Nakajima, H.; Adachi, Y.; Yabe, K.

Fungal Genet. Biol.

46

221-231

722606

8995367

Heterologous expression, isolation, and characterization of versicolorin B synthase from Aspergillus parasiticus. A key enzyme in the aflatoxin B1 biosynthetic pathway

1997

Silva, J.C.; Townsend, C.A.

J. Biol. Chem.

272

804-813

748620

28612469

Functional analyses of the versicolorin B synthase gene in Aspergillus flavus

2017

Ren, S.; Yue, Y.; Li, Y.; Guo, X.; Wang, S.

MicrobiologyOpen

6

e00471

748719

28468270

4-Hydroxy-7-methyl-3-phenylcoumarin suppresses aflatoxin biosynthesis via downregulation of aflk expressing versicolorin B synthase in aspergillus flavus

2017

Moon, Y.S.; Kim, L.; Chun, H.S.; Lee, S.E.

Molecules

22

712

Links to other databases for versiconal

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Show Links (1 entry)

ChEBI

PubChem

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