KEGG   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: 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
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

KEGG   ENZYME: 4.2.1.142
Entry
EC 4.2.1.142                Enzyme                                 
Name
5'-oxoaverantin cyclase;
OAVN cyclase;
5'-oxoaverantin hydro-lyase [(2'S,5'S)-averufin forming]
Class
Lyases;
Carbon-oxygen lyases;
Hydro-lyases
Sysname
5'-oxoaverantin hydro-lyase [(1'S,5'S)-averufin-forming]
Reaction(IUBMB)
5'-oxoaverantin = (1'S,5'S)-averufin + H2O [RN:R10475]
Reaction(KEGG)
R10475
Substrate
5'-oxoaverantin [CPD:C20502]
Product
(1'S,5'S)-averufin [CPD:C20574];
H2O [CPD:C00001]
Comment
Isolated from the aflatoxin-producing mold Aspergillus parasiticus. The enzyme also catalyses the conversion of versiconal to versicolorin B (EC 4.2.1.143, versicolorin B synthase). Involved in aflatoxin biosynthesis.
History
EC 4.2.1.142 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: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:AAC49318]
Reference
2  [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]
Other DBs
ExplorEnz - The Enzyme Database: 4.2.1.142
IUBMB Enzyme Nomenclature: 4.2.1.142
ExPASy - ENZYME nomenclature database: 4.2.1.142
BRENDA, the Enzyme Database: 4.2.1.142
LinkDB

KEGG   REACTION: R10475
Entry
R10475                      Reaction                               
Name
5'-oxoaverantin hydro-lyase [(1'S,5'S)-averufin forming]
Definition
5'-Oxoaverantin <=> (1'S,5'S)-Averufin + H2O
Equation
C20502 <=> C20574 + C00001
Reaction class
RC03157  C20502_C20574
Enzyme
4.2.1.142
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
    4.2.1.142
     R10475  5'-Oxoaverantin <=> (1'S,5'S)-Averufin + H2O
Orthology
K17646  5'-oxoaverantin cyclase / versicolorin B synthase [EC:4.2.1.142 4.2.1.143]
Other DBs
RHEA: 35674
LinkDB

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