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Structural insight into the stereoselective production of PGF2alpha by old yellow enzyme from Trypanosoma cruzi

Okamoto, N.; Yamaguchi, K.; Mizohata, E.; Tokuoka, K.; Uchiyama, N.; Sugiyama, S.; Matsumura, H.; Inaka, K.; Urade, Y.; Inoue, T.; J. Biochem. 150, 563-568 (2011)

Data extracted from this reference:

Cloned(Commentary)
EC Number
Commentary
Organism
1.6.99.1
overexpression of the enzyme in Escherichia coli
Trypanosoma cruzi
Crystallization (Commentary)
EC Number
Crystallization
Organism
1.6.99.1
purified recombinant enzyme in a ternary complex with inhibitor 12-oxophytodienoate and FMN, X-ray diffraction structure determination and analysis at 2.05 A resolution
Trypanosoma cruzi
Inhibitors
EC Number
Inhibitors
Commentary
Organism
Structure
1.6.99.1
(9R,13R)-12-oxophytodienoate
-
Trypanosoma cruzi
Natural Substrates/ Products (Substrates)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
1.6.99.1
additional information
Trypanosoma cruzi
old yellow enzyme is an NADPH oxidoreductase capable of reducing a variety of compounds, it catalyzes one- or two-electron reduction
?
-
-
-
1.6.99.1
NADPH + H+ + acceptor
Trypanosoma cruzi
-
NADP+ + reduced acceptor
-
-
?
1.6.99.1
NADPH + H+ + prostaglandin H2
Trypanosoma cruzi
via FMN cofactor, stereoselective reaction mechanism
NADP+ + prostaglandin F2alpha
-
-
?
Organism
EC Number
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
1.6.99.1
Trypanosoma cruzi
-
-
-
Reaction
EC Number
Reaction
Commentary
Organism
1.6.99.1
NADPH + H+ + acceptor = NADP+ + reduced acceptor
reaction mechanism involving a conserved triad of Glu193-His284-Arg249, overview
Trypanosoma cruzi
Substrates and Products (Substrate)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
1.6.99.1
additional information
old yellow enzyme is an NADPH oxidoreductase capable of reducing a variety of compounds, it catalyzes one- or two-electron reduction
725313
Trypanosoma cruzi
?
-
-
-
-
1.6.99.1
NADPH + H+ + 4-hydroxybenzaldehyde
-
725313
Trypanosoma cruzi
NADP+ + ?
-
-
-
?
1.6.99.1
NADPH + H+ + acceptor
-
725313
Trypanosoma cruzi
NADP+ + reduced acceptor
-
-
-
?
1.6.99.1
NADPH + H+ + prostaglandin H2
via FMN cofactor, stereoselective reaction mechanism
725313
Trypanosoma cruzi
NADP+ + prostaglandin F2alpha
-
-
-
?
Temperature Optimum [°C]
EC Number
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
1.6.99.1
25
-
assay at
Trypanosoma cruzi
pH Optimum
EC Number
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
1.6.99.1
7
-
assay at
Trypanosoma cruzi
Cofactor
EC Number
Cofactor
Commentary
Organism
Structure
1.6.99.1
FMN
prosthetic group
Trypanosoma cruzi
Ki Value [mM]
EC Number
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
1.6.99.1
0.057
-
(9R,13R)-12-oxophytodienoate
pH 7.0, 25°C
Trypanosoma cruzi
Cloned(Commentary) (protein specific)
EC Number
Commentary
Organism
1.6.99.1
overexpression of the enzyme in Escherichia coli
Trypanosoma cruzi
Cofactor (protein specific)
EC Number
Cofactor
Commentary
Organism
Structure
1.6.99.1
FMN
prosthetic group
Trypanosoma cruzi
Crystallization (Commentary) (protein specific)
EC Number
Crystallization
Organism
1.6.99.1
purified recombinant enzyme in a ternary complex with inhibitor 12-oxophytodienoate and FMN, X-ray diffraction structure determination and analysis at 2.05 A resolution
Trypanosoma cruzi
Inhibitors (protein specific)
EC Number
Inhibitors
Commentary
Organism
Structure
1.6.99.1
(9R,13R)-12-oxophytodienoate
-
Trypanosoma cruzi
Ki Value [mM] (protein specific)
EC Number
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
1.6.99.1
0.057
-
(9R,13R)-12-oxophytodienoate
pH 7.0, 25°C
Trypanosoma cruzi
Natural Substrates/ Products (Substrates) (protein specific)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
1.6.99.1
additional information
Trypanosoma cruzi
old yellow enzyme is an NADPH oxidoreductase capable of reducing a variety of compounds, it catalyzes one- or two-electron reduction
?
-
-
-
1.6.99.1
NADPH + H+ + acceptor
Trypanosoma cruzi
-
NADP+ + reduced acceptor
-
-
?
1.6.99.1
NADPH + H+ + prostaglandin H2
Trypanosoma cruzi
via FMN cofactor, stereoselective reaction mechanism
NADP+ + prostaglandin F2alpha
-
-
?
Substrates and Products (Substrate) (protein specific)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
1.6.99.1
additional information
old yellow enzyme is an NADPH oxidoreductase capable of reducing a variety of compounds, it catalyzes one- or two-electron reduction
725313
Trypanosoma cruzi
?
-
-
-
-
1.6.99.1
NADPH + H+ + 4-hydroxybenzaldehyde
-
725313
Trypanosoma cruzi
NADP+ + ?
-
-
-
?
1.6.99.1
NADPH + H+ + acceptor
-
725313
Trypanosoma cruzi
NADP+ + reduced acceptor
-
-
-
?
1.6.99.1
NADPH + H+ + prostaglandin H2
via FMN cofactor, stereoselective reaction mechanism
725313
Trypanosoma cruzi
NADP+ + prostaglandin F2alpha
-
-
-
?
Temperature Optimum [°C] (protein specific)
EC Number
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
1.6.99.1
25
-
assay at
Trypanosoma cruzi
pH Optimum (protein specific)
EC Number
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
1.6.99.1
7
-
assay at
Trypanosoma cruzi
General Information
EC Number
General Information
Commentary
Organism
1.6.99.1
additional information
structure modelling of the enzyme with bound substrate prostaglandin H2
Trypanosoma cruzi
General Information (protein specific)
EC Number
General Information
Commentary
Organism
1.6.99.1
additional information
structure modelling of the enzyme with bound substrate prostaglandin H2
Trypanosoma cruzi