BRENDA - Enzyme Database

Identification of cytochrome P450s required for fumitremorgin biosynthesis in Aspergillus fumigatus

Kato, N.; Suzuki, H.; Takagi, H.; Asami, Y.; Kakeya, H.; Uramoto, M.; Usui, T.; Takahashi, S.; Sugimoto, Y.; Osada, H.; ChemBioChem 10, 920-928 (2009)

Data extracted from this reference:

Cloned(Commentary)
EC Number
Commentary
Organism
1.14.14.118
expressed in Saccharomyces cerevisiae strain YPH500
Aspergillus fumigatus
1.14.14.119
expressed in Saccharomyces cerevisiae
Aspergillus fumigatus
1.14.19.71
expressed in Saccharomyces cerevisiae
Aspergillus fumigatus
Natural Substrates/ Products (Substrates)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
1.14.14.118
tryprostatin B + [reduced NADPH-hemoprotein reductase] + O2
Aspergillus fumigatus
-
6-hydroxytryprostatin B + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
1.14.14.118
tryprostatin B + [reduced NADPH-hemoprotein reductase] + O2
Aspergillus fumigatus BM939
-
6-hydroxytryprostatin B + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
1.14.14.119
fumitremorgin C + 2 [reduced NADPH-hemoprotein reductase] + 2 O2
Aspergillus fumigatus
the enzyme is involved in the biosynthetic pathway of the indole alkaloid verruculogen
12alpha,13alpha-dihydroxyfumitremorgin C + 2 [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
-
?
1.14.14.119
fumitremorgin C + 2 [reduced NADPH-hemoprotein reductase] + 2 O2
Aspergillus fumigatus BM939
the enzyme is involved in the biosynthetic pathway of the indole alkaloid verruculogen
12alpha,13alpha-dihydroxyfumitremorgin C + 2 [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
-
?
1.14.19.71
tryprostatin A + [reduced NADPH-hemoprotein reductase] + O2
Aspergillus fumigatus
-
fumitremorgin C + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
1.14.19.71
tryprostatin A + [reduced NADPH-hemoprotein reductase] + O2
Aspergillus fumigatus BM939
-
fumitremorgin C + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
Organism
EC Number
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
1.14.14.118
Aspergillus fumigatus
B9WZX1
-
-
1.14.14.118
Aspergillus fumigatus BM939
B9WZX1
-
-
1.14.14.119
Aspergillus fumigatus
B9WZX6
-
-
1.14.14.119
Aspergillus fumigatus BM939
B9WZX6
-
-
1.14.19.71
Aspergillus fumigatus
B9WZX4
-
-
1.14.19.71
Aspergillus fumigatus BM939
B9WZX4
-
-
Source Tissue
EC Number
Source Tissue
Commentary
Organism
Textmining
Substrates and Products (Substrate)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
1.14.14.118
tryprostatin B + [reduced NADPH-hemoprotein reductase] + O2
-
722039
Aspergillus fumigatus
6-hydroxytryprostatin B + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
1.14.14.118
tryprostatin B + [reduced NADPH-hemoprotein reductase] + O2
-
722039
Aspergillus fumigatus BM939
6-hydroxytryprostatin B + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
1.14.14.119
fumitremorgin C + 2 [reduced NADPH-hemoprotein reductase] + 2 O2
-
722039
Aspergillus fumigatus
12alpha,13alpha-dihydroxyfumitremorgin C + 2 [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
-
-
?
1.14.14.119
fumitremorgin C + 2 [reduced NADPH-hemoprotein reductase] + 2 O2
the enzyme is involved in the biosynthetic pathway of the indole alkaloid verruculogen
722039
Aspergillus fumigatus
12alpha,13alpha-dihydroxyfumitremorgin C + 2 [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
-
-
?
1.14.14.119
fumitremorgin C + 2 [reduced NADPH-hemoprotein reductase] + 2 O2
-
722039
Aspergillus fumigatus BM939
12alpha,13alpha-dihydroxyfumitremorgin C + 2 [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
-
-
?
1.14.14.119
fumitremorgin C + 2 [reduced NADPH-hemoprotein reductase] + 2 O2
the enzyme is involved in the biosynthetic pathway of the indole alkaloid verruculogen
722039
Aspergillus fumigatus BM939
12alpha,13alpha-dihydroxyfumitremorgin C + 2 [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
-
-
?
1.14.19.71
additional information
the enzyme preferably dephosphorylates disaccharides containing an O-aglycosyl linkage
722039
Aspergillus fumigatus
?
-
-
-
-
1.14.19.71
additional information
the enzyme preferably dephosphorylates disaccharides containing an O-aglycosyl linkage
722039
Aspergillus fumigatus BM939
?
-
-
-
-
1.14.19.71
tryprostatin A + [reduced NADPH-hemoprotein reductase] + O2
-
722039
Aspergillus fumigatus
fumitremorgin C + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
1.14.19.71
tryprostatin A + [reduced NADPH-hemoprotein reductase] + O2
-
722039
Aspergillus fumigatus BM939
fumitremorgin C + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
1.14.19.71
tryprostatin B + [reduced NADPH-hemoprotein reductase] + O2
-
722039
Aspergillus fumigatus
demethoxyfumitremorgin C + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
1.14.19.71
tryprostatin B + [reduced NADPH-hemoprotein reductase] + O2
-
722039
Aspergillus fumigatus BM939
demethoxyfumitremorgin C + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
Cofactor
EC Number
Cofactor
Commentary
Organism
Structure
1.14.14.119
heme
heme-thiolate protein (P-450)
Aspergillus fumigatus
1.14.19.71
heme
heme-thiolate protein (P-450)
Aspergillus fumigatus
Cloned(Commentary) (protein specific)
EC Number
Commentary
Organism
1.14.14.118
expressed in Saccharomyces cerevisiae strain YPH500
Aspergillus fumigatus
1.14.14.119
expressed in Saccharomyces cerevisiae
Aspergillus fumigatus
1.14.19.71
expressed in Saccharomyces cerevisiae
Aspergillus fumigatus
Cofactor (protein specific)
EC Number
Cofactor
Commentary
Organism
Structure
1.14.14.119
heme
heme-thiolate protein (P-450)
Aspergillus fumigatus
1.14.19.71
heme
heme-thiolate protein (P-450)
Aspergillus fumigatus
Natural Substrates/ Products (Substrates) (protein specific)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
1.14.14.118
tryprostatin B + [reduced NADPH-hemoprotein reductase] + O2
Aspergillus fumigatus
-
6-hydroxytryprostatin B + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
1.14.14.118
tryprostatin B + [reduced NADPH-hemoprotein reductase] + O2
Aspergillus fumigatus BM939
-
6-hydroxytryprostatin B + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
1.14.14.119
fumitremorgin C + 2 [reduced NADPH-hemoprotein reductase] + 2 O2
Aspergillus fumigatus
the enzyme is involved in the biosynthetic pathway of the indole alkaloid verruculogen
12alpha,13alpha-dihydroxyfumitremorgin C + 2 [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
-
?
1.14.14.119
fumitremorgin C + 2 [reduced NADPH-hemoprotein reductase] + 2 O2
Aspergillus fumigatus BM939
the enzyme is involved in the biosynthetic pathway of the indole alkaloid verruculogen
12alpha,13alpha-dihydroxyfumitremorgin C + 2 [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
-
?
1.14.19.71
tryprostatin A + [reduced NADPH-hemoprotein reductase] + O2
Aspergillus fumigatus
-
fumitremorgin C + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
1.14.19.71
tryprostatin A + [reduced NADPH-hemoprotein reductase] + O2
Aspergillus fumigatus BM939
-
fumitremorgin C + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
Source Tissue (protein specific)
EC Number
Source Tissue
Commentary
Organism
Textmining
Substrates and Products (Substrate) (protein specific)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
1.14.14.118
tryprostatin B + [reduced NADPH-hemoprotein reductase] + O2
-
722039
Aspergillus fumigatus
6-hydroxytryprostatin B + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
1.14.14.118
tryprostatin B + [reduced NADPH-hemoprotein reductase] + O2
-
722039
Aspergillus fumigatus BM939
6-hydroxytryprostatin B + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
1.14.14.119
fumitremorgin C + 2 [reduced NADPH-hemoprotein reductase] + 2 O2
-
722039
Aspergillus fumigatus
12alpha,13alpha-dihydroxyfumitremorgin C + 2 [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
-
-
?
1.14.14.119
fumitremorgin C + 2 [reduced NADPH-hemoprotein reductase] + 2 O2
the enzyme is involved in the biosynthetic pathway of the indole alkaloid verruculogen
722039
Aspergillus fumigatus
12alpha,13alpha-dihydroxyfumitremorgin C + 2 [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
-
-
?
1.14.14.119
fumitremorgin C + 2 [reduced NADPH-hemoprotein reductase] + 2 O2
-
722039
Aspergillus fumigatus BM939
12alpha,13alpha-dihydroxyfumitremorgin C + 2 [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
-
-
?
1.14.14.119
fumitremorgin C + 2 [reduced NADPH-hemoprotein reductase] + 2 O2
the enzyme is involved in the biosynthetic pathway of the indole alkaloid verruculogen
722039
Aspergillus fumigatus BM939
12alpha,13alpha-dihydroxyfumitremorgin C + 2 [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
-
-
?
1.14.19.71
additional information
the enzyme preferably dephosphorylates disaccharides containing an O-aglycosyl linkage
722039
Aspergillus fumigatus
?
-
-
-
-
1.14.19.71
additional information
the enzyme preferably dephosphorylates disaccharides containing an O-aglycosyl linkage
722039
Aspergillus fumigatus BM939
?
-
-
-
-
1.14.19.71
tryprostatin A + [reduced NADPH-hemoprotein reductase] + O2
-
722039
Aspergillus fumigatus
fumitremorgin C + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
1.14.19.71
tryprostatin A + [reduced NADPH-hemoprotein reductase] + O2
-
722039
Aspergillus fumigatus BM939
fumitremorgin C + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
1.14.19.71
tryprostatin B + [reduced NADPH-hemoprotein reductase] + O2
-
722039
Aspergillus fumigatus
demethoxyfumitremorgin C + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
1.14.19.71
tryprostatin B + [reduced NADPH-hemoprotein reductase] + O2
-
722039
Aspergillus fumigatus BM939
demethoxyfumitremorgin C + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
General Information
EC Number
General Information
Commentary
Organism
1.14.14.118
malfunction
disruption of the ftmC gene leads to substantial accumulation of tryprostatin B and its cyclization product demethoxyfumitremorgin C
Aspergillus fumigatus
1.14.14.119
malfunction
the disruption of ftmG results in the loss of production of 12alpha,13alpha-dihydroxyfumitremorgin C and fumitremorgin B
Aspergillus fumigatus
1.14.14.119
physiological function
the enzyme is involved in the biosynthetic pathway of the indole alkaloid verruculogen
Aspergillus fumigatus
1.14.19.71
physiological function
the enzyme is involved in the biosynthetic pathway of several indole alkaloids such as fumitremorgins and verruculogen
Aspergillus fumigatus
General Information (protein specific)
EC Number
General Information
Commentary
Organism
1.14.14.118
malfunction
disruption of the ftmC gene leads to substantial accumulation of tryprostatin B and its cyclization product demethoxyfumitremorgin C
Aspergillus fumigatus
1.14.14.119
malfunction
the disruption of ftmG results in the loss of production of 12alpha,13alpha-dihydroxyfumitremorgin C and fumitremorgin B
Aspergillus fumigatus
1.14.14.119
physiological function
the enzyme is involved in the biosynthetic pathway of the indole alkaloid verruculogen
Aspergillus fumigatus
1.14.19.71
physiological function
the enzyme is involved in the biosynthetic pathway of several indole alkaloids such as fumitremorgins and verruculogen
Aspergillus fumigatus