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Information on EC 4.2.1.143 - versicolorin B synthase and Organism(s) Aspergillus parasiticus and UniProt Accession Q12062

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EC Tree
     4 Lyases
         4.2 Carbon-oxygen lyases
             4.2.1 Hydro-lyases
                4.2.1.143 versicolorin B synthase
IUBMB Comments
Isolated from the aflatoxin-producing mold Aspergillus parasiticus. Involved in aflatoxin biosynthesis.
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This record set is specific for:
Aspergillus parasiticus
UNIPROT: Q12062
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Word Map
The taxonomic range for the selected organisms is: Aspergillus parasiticus
The enzyme appears in selected viruses and cellular organisms
Reaction Schemes
Synonyms
versicolorin b synthase, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
versicolorin B synthase
-
OAVN cyclase
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
versiconal hydro-lyase (versicolorin-B forming)
Isolated from the aflatoxin-producing mold Aspergillus parasiticus. Involved in aflatoxin biosynthesis.
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
versiconal
versicolorin B + H2O
show the reaction diagram
versiconal hemiacetal
versicolorin B + H2O
show the reaction diagram
i.e. (2S,3S)-2,4,6,8-tetrahydroxy-3-(2-hydroxyethyl)anthra[2,3-b]furan-5,10-dione
(3aR,12bS)-8,10,12-trihydroxy-1,2,3a,12b-tetrahydroanthra[2,3-b]furo[3,2-d]furan-6,11-dione,
-
?
versiconal
(-)-versicolorin B + H2O
show the reaction diagram
-
i.e. (2S,3S)-2,4,6,8-tetrahydroxy-3-(2-hydroxyethyl)anthra[2,3-b]furan-5,10-dione
(3aR,12bS)-8,10,12-trihydroxy-1,2,3a,12b-tetrahydroanthra[2,3-b]furo[3,2-d]furan-6,11-dione
-
?
versiconal
versicolorin B + H2O
show the reaction diagram
-
-
-
-
?
additional information
?
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
additional information
-
no cofactors required
-
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1-ethyl-3(3-dimethylaminopropyl)carbodiimide
10 mM, 12% residual activity
3-(2-hydroxyethyl)-2,3-dihydro-1-benzofuran-2,4-diol
diethyl dicarbonate
10 mM, 41% residual activity
Hg2+
1 mM, complete loss of activity
versicolorin B
additional information
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0065
versiconal
pH 6.5, 37°C
0.0024
versiconal hemiacetal
pH 6.5, 37°C
0.0031
versiconal
-
pH 6.0, 30°C
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2.1
versiconal
pH 6.5, 37°C
2.5
versiconal hemiacetal
pH 6.5, 37°C
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.076 - 0.096
3-(2-hydroxyethyl)-2,3-dihydro-1-benzofuran-2,4-diol
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4
drastic decline in activity below
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4.6
isoelectric focusing
4.7
isoelectric focusing
4
-
isoelectric focusing
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
highest abundance of enzyme in colony fraction S2 consisting of cells that have grown for 24-48 h
Manually annotated by BRENDA team
asexual developmental structures
Manually annotated by BRENDA team
vegetative hyphae
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
enzyme distributes throughout the cytoplasm and concentrates in ring-like structures surrounding nuclei
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
140000
gel filtration
70000
x * 78000, SDS-PAGE, recombinant protein, x * 70000, SDS-PAGE of PNGase F treated protein
70271
x * 70271, calculated, x * 78000, SDS-PAGE
72000
x * 72000, and x * 78000, SDS-PAGE
78000
135000
-
gel filtration
72000
-
2 * 72000, SDS-PAGE
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
dimer
2 * 78000, SDS-PAGE
dimer
-
2 * 72000, SDS-PAGE
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
glycoprotein
PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
truncation of the N-terminal 41-amino-acid region may not affect the substrate specificity
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli
expression in Pichia pastoris
expression in Saccharomyces cerevisiae
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Yabe, K.; Hamasaki, T.
Stereochemistry during aflatoxin biosynthesis: Cyclase reaction in the conversion of versiconal to versicolorin B and racemization of versiconal hemiacetal acetate
Appl. Environ. Microbiol.
59
2493-2500
1993
Aspergillus parasiticus, Aspergillus parasiticus NIAH-26
Manually annotated by BRENDA team
Sakuno, E.; Wen, Y.; Hatabayashi, H.; Arai, H.; Aoki, C.; Yabe, K.; Nakajima, H.
Aspergillus parasiticus cyclase catalyzes two dehydration steps in aflatoxin biosynthesis
Appl. Environ. Microbiol.
71
2999-3006
2005
Aspergillus parasiticus (Q12062), Aspergillus parasiticus NRRL 2999 (Q12062)
Manually annotated by BRENDA team
Lin, B.; Anderson, J.
Purification and properties of versiconal cyclase from Aspergillus parasiticus
Arch. Biochem. Biophys.
293
67-70
1992
Aspergillus parasiticus, Aspergillus parasiticus SU-1
Manually annotated by BRENDA team
Chiou, C.H.; Lee, L.W.; Owens, S.A.; Whallon, J.H.; Klomparens, K.L.; Townsend, C.A.; Linz, J.E.
Distribution and sub-cellular localization of the aflatoxin enzyme versicolorin B synthase in time-fractionated colonies of Aspergillus parasiticus
Arch. Microbiol.
182
67-79
2004
Aspergillus parasiticus (Q12062), Aspergillus parasiticus
Manually annotated by BRENDA team
McGuire, S.M.; Silva, J.C.; Casillas, E.G.; Townsend, C.A.
Purification and characterization of versicolorin B synthase from Aspergillus parasiticus. Catalysis of the stereodifferentiating cyclization in aflatoxin biosynthesis essential to DNA interaction
Biochemistry
35
11470-11486
1996
Aspergillus parasiticus (Q12062), Aspergillus parasiticus, Aspergillus parasiticus ATCC 56775 (Q12062)
Manually annotated by BRENDA team
Silva, J.C.; Minto, R.E.; Barry, C.E.; Holland, K.A.; Townsend, C.A.
Isolation and characterization of the versicolorin B synthase gene from Aspergillus parasiticus. Expansion of the aflatoxin b1 biosynthetic gene cluster
J. Biol. Chem.
271
13600-13608
1996
Aspergillus parasiticus (Q12062), Aspergillus parasiticus, Aspergillus parasiticus ATCC 56775 (Q12062)
Manually annotated by BRENDA team
Silva, J.C.; Townsend, C.A.
Heterologous expression, isolation, and characterization of versicolorin B synthase from Aspergillus parasiticus. A key enzyme in the aflatoxin B1 biosynthetic pathway
J. Biol. Chem.
272
804-813
1997
Aspergillus parasiticus (Q12062), Aspergillus parasiticus
Manually annotated by BRENDA team