KEGG   ORTHOLOGY: K17651
Entry
K17651                      KO                                     
Symbol
ORDA, CYP64A
Name
aflatoxin B synthase [EC:1.14.14.117]
Pathway
map00254  Aflatoxin biosynthesis
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Module
M00937  Aflatoxin biosynthesis, malonyl-CoA => aflatoxin B1
Reaction
R10319  8-O-methylsterigmatocystin,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (aflatoxin-B forming)
R10320  8-O-methyldihydrosterigmatocystin,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (aflatoxin-B forming)
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00254 Aflatoxin biosynthesis
    K17651  ORDA, CYP64A; aflatoxin B synthase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   00199 Cytochrome P450
    K17651  ORDA, CYP64A; aflatoxin B synthase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.14  With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.14.117  aflatoxin B synthase
     K17651  ORDA, CYP64A; aflatoxin B synthase
Cytochrome P450 [BR:ko00199]
 Cytochrome P450, fungi type
  CYP64 family
   K17651  ORDA, CYP64A; aflatoxin B synthase
Other DBs
COG: COG2124
GO: 0140399
Genes
AOR: AO090026000027
AFV: AFLA_006290
APUU: APUU_50251A
AG: AAS66031(ORDA)
Reference
PMID:9835571
  Authors
Yu J, Chang PK, Ehrlich KC, Cary JW, Montalbano B, Dyer JM, Bhatnagar D, Cleveland TE
  Title
Characterization of the critical amino acids of an Aspergillus parasiticus cytochrome P-450 monooxygenase encoded by ordA that is involved in the biosynthesis of aflatoxins B1, G1, B2, and G2.
  Journal
Appl Environ Microbiol 64:4834-41 (1998)
DOI:10.1128/AEM.64.12.4834-4841.1998
  Sequence
[ag:AAS66031]
LinkDB

KEGG   ENZYME: 1.14.14.117
Entry
EC 1.14.14.117              Enzyme                                 
Name
aflatoxin B synthase;
ordA (gene name)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
Sysname
8-O-methylsterigmatocystin,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (aflatoxin-B-forming)
Reaction(IUBMB)
(1) 8-O-methylsterigmatocystin + 2 [reduced NADPH---hemoprotein reductase] + 2 O2 = aflatoxin B1 + 2 [oxidized NADPH---hemoprotein reductase] + H2O + methanol + CO2 [RN:R10319];
(2) 8-O-methyldihydrosterigmatocystin + 2 [reduced NADPH---hemoprotein reductase] + 2 O2 = aflatoxin B2 + 2 [oxidized NADPH---hemoprotein reductase] + H2O + methanol + CO2 [RN:R10320]
Reaction(KEGG)
R10319 R10320
Substrate
8-O-methylsterigmatocystin [CPD:C03686];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007];
8-O-methyldihydrosterigmatocystin [CPD:C03944]
Product
aflatoxin B1 [CPD:C06800];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001];
methanol [CPD:C00132];
CO2 [CPD:C00011];
aflatoxin B2 [CPD:C16753]
Comment
A cytochrome P-450 (heme-thiolate) protein. Isolated from the mold Aspergillus parasiticus.
History
EC 1.14.14.117 created 2013 as EC 1.14.13.175, transferred 2018 to EC 1.14.14.117
Pathway
ec00254  Aflatoxin biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K17651  aflatoxin B synthase
Genes
AOR: AO090026000027
AFV: AFLA_006290
APUU: APUU_50251A
Reference
1  [PMID:1902378]
  Authors
Bhatnagar D, Cleveland TE, Kingston DG
  Title
Enzymological evidence for separate pathways for aflatoxin B1 and B2 biosynthesis.
  Journal
Biochemistry 30:4343-50 (1991)
DOI:10.1021/bi00231a033
Reference
2  [PMID:9835571]
  Authors
Yu J, Chang PK, Ehrlich KC, Cary JW, Montalbano B, Dyer JM, Bhatnagar D, Cleveland TE
  Title
Characterization of the critical amino acids of an Aspergillus parasiticus cytochrome P-450 monooxygenase encoded by ordA that is involved in the biosynthesis of aflatoxins B1, G1, B2, and G2.
  Journal
Appl Environ Microbiol 64:4834-41 (1998)
DOI:10.1128/AEM.64.12.4834-4841.1998
  Sequence
[ag:AAS66031]
Reference
3  [PMID:11996570]
  Authors
Udwary DW, Casillas LK, Townsend CA
  Title
Synthesis of 11-hydroxyl O-methylsterigmatocystin and the role of a cytochrome P-450 in the final step of aflatoxin biosynthesis.
  Journal
J Am Chem Soc 124:5294-303 (2002)
DOI:10.1021/ja012185v
  Sequence
[ag:AAS66031]
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.117
IUBMB Enzyme Nomenclature: 1.14.14.117
ExPASy - ENZYME nomenclature database: 1.14.14.117
BRENDA, the Enzyme Database: 1.14.14.117
LinkDB

KEGG   REACTION: R10319
Entry
R10319                      Reaction                               
Name
8-O-methylsterigmatocystin,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (aflatoxin-B forming)
Definition
O-Methylsterigmatocystin + 2 [Reduced NADPH---hemoprotein reductase] + 2 Oxygen <=> Aflatoxin B1 + 2 [Oxidized NADPH---hemoprotein reductase] + H2O + Methanol + CO2
Equation
C03686 + 2 C03024 + 2 C00007 <=> C06800 + 2 C03161 + C00001 + C00132 + C00011
Reaction class
RC03113  C03686_C06800
Enzyme
1.14.14.117
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]
 1. Oxidoreductase reactions
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.14  With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.14.117
     R10319  O-Methylsterigmatocystin + 2 [Reduced NADPH---hemoprotein reductase] + 2 Oxygen <=> Aflatoxin B1 + 2 [Oxidized NADPH---hemoprotein reductase] + H2O + Methanol + CO2
Orthology
K17651  aflatoxin B synthase [EC:1.14.14.117]
Other DBs
RHEA: 35762
LinkDB

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