KEGG ORTHOLOGY: K17646

ORTHOLOGY: K17646

Entry

K17646                      KO

Symbol

VBS

Name

5'-oxoaverantin cyclase / versicolorin B synthase [EC:4.2.1.142 4.2.1.143]

Pathway

map00254

Aflatoxin biosynthesis

map01100

Metabolic pathways

map01110

Biosynthesis of secondary metabolites

Module

M00937

Aflatoxin biosynthesis, malonyl-CoA => aflatoxin B1

Reaction

R10402

versiconal hydro-lyase (versicolorin-B forming)

R10475

5'-oxoaverantin hydro-lyase [(1'S,5'S)-averufin forming]

Brite

KEGG Orthology (KO) [BR:ko00001]
09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00254 Aflatoxin biosynthesis
    K17646  VBS; 5'-oxoaverantin cyclase / versicolorin B synthase
Enzymes [BR:ko01000]
4. Lyases
  4.2  Carbon-oxygen lyases
   4.2.1  Hydro-lyases
    4.2.1.142  5'-oxoaverantin cyclase
     K17646  VBS; 5'-oxoaverantin cyclase / versicolorin B synthase
    4.2.1.143  versicolorin B synthase
     K17646  VBS; 5'-oxoaverantin cyclase / versicolorin B synthase

Other DBs

GO:

0046572

Genes

PAN:	PODANSg8556

PBEL:

PPSD:

PPSP:

PPSA:

PGRI:

CHIG:

ANI:	ANIA_07812

AOR:	AO090026000028

AFV:	AFLA_006289

APUU:

APUU_20052S

FFU:	CLAFUR5_14272

CBET:

CB0940_03000

AG:	AAC49318(vbs)

» show all

Reference

PMID:15932995

Authors

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

Title

Aspergillus parasiticus cyclase catalyzes two dehydration steps in aflatoxin biosynthesis.

Journal

Appl Environ Microbiol 71:2999-3006 (2005)
DOI:10.1128/AEM.71.6.2999-3006.2005

Sequence

[ag:AAC49318]

LinkDB

ENZYME: 4.2.1.143

Entry

EC 4.2.1.143                Enzyme

Name

versicolorin B synthase;
versiconal cyclase;
VBS

Class

Lyases;
Carbon-oxygen lyases;
Hydro-lyases

Sysname

versiconal hydro-lyase (versicolorin-B-forming)

Reaction(IUBMB)

versiconal = versicolorin B + H2O [RN:R10402]

Reaction(KEGG)

R10402

Substrate

versiconal [CPD:C20507]

Product

versicolorin B [CPD:C20575];
H2O [CPD:C00001]

Comment

Isolated from the aflatoxin-producing mold Aspergillus parasiticus. Involved in aflatoxin biosynthesis.

History

EC 4.2.1.143 created 2013

Pathway

ec00254

Aflatoxin biosynthesis

ec01100

Metabolic pathways

ec01110

Biosynthesis of secondary metabolites

Orthology

K17646

5'-oxoaverantin cyclase / versicolorin B synthase

Genes

PAN:	PODANSg8556

PBEL:

QC761_207270

PPSD:

QC762_207270

PPSP:

QC763_207270

PPSA:

QC764_207270

PGRI:

PgNI_01190

CHIG:

CH63R_13456

ANI:	ANIA_07812

AOR:	AO090026000028

AFV:	AFLA_006289

APUU:

APUU_20052S

FFU:	CLAFUR5_14272

CBET:

CB0940_03000

» show all

Reference

1 [PMID:1731640]

Authors

Lin BK, Anderson JA

Title

Purification and properties of versiconal cyclase from Aspergillus parasiticus.

Journal

Arch Biochem Biophys 293:67-70 (1992)
DOI:10.1016/0003-9861(92)90366-5

Sequence

[ag:AAC49318]

Reference

2 [PMID:8784203]

Authors

McGuire SM, Silva JC, Casillas EG, Townsend CA

Title

Purification and characterization of versicolorin B synthase from Aspergillus parasiticus. Catalysis of the stereodifferentiating cyclization in aflatoxin biosynthesis essential to DNA interaction.

Journal

Biochemistry 35:11470-86 (1996)
DOI:10.1021/bi960924s

Sequence

[ag:AAC49318]

Reference

3 [PMID:8662689]

Authors

Silva JC, Minto RE, Barry CE 3rd, Holland KA, Townsend CA

Title

Isolation and characterization of the versicolorin B synthase gene from Aspergillus parasiticus. Expansion of the aflatoxin b1 biosynthetic gene cluster.

Journal

J Biol Chem 271:13600-8 (1996)
DOI:10.1074/jbc.271.23.13600

Sequence

[ag:AAC49318]

Reference

4 [PMID:8995367]

Authors

Silva JC, Townsend CA

Title

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

Journal

J Biol Chem 272:804-13 (1997)
DOI:10.1074/jbc.272.2.804

Sequence

[ag:AAC49318]

Other DBs

ExplorEnz - The Enzyme Database:

4.2.1.143

IUBMB Enzyme Nomenclature:

4.2.1.143

ExPASy - ENZYME nomenclature database:

4.2.1.143

BRENDA, the Enzyme Database:

4.2.1.143

LinkDB

REACTION: R10402

Entry

R10402                      Reaction

Name

versiconal hydro-lyase (versicolorin-B forming)

Definition

Versiconal <=> Versicolorin B + H2O

Equation

C20507 <=> C20575 + C00001

Reaction class

RC03146

C20507_C20575

Enzyme

4.2.1.143

Pathway

rn00254

Aflatoxin biosynthesis

rn01100

Metabolic pathways

rn01110

Biosynthesis of secondary metabolites

Module

M00937

Aflatoxin biosynthesis, malonyl-CoA => aflatoxin B1

Brite

Enzymatic reactions [BR:br08201]
4. Lyase reactions
  4.2  Carbon-oxygen lyases
   4.2.1  Hydro-lyases
    4.2.1.143
     R10402  Versiconal <=> Versicolorin B + H2O

Orthology

K17646

5'-oxoaverantin cyclase / versicolorin B synthase [EC:4.2.1.142 4.2.1.143]

Other DBs

RHEA:

33862

LinkDB

DBGET integrated database retrieval system