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Literature summary extracted from

  • Breithaupt, C.; Kurzbauer, R.; Schaller, F.; Stintzi, A.; Schaller, A.; Huber, R.; Macheroux, P.; Clausen, T.
    Structural basis of substrate specificity of plant 12-oxophytodienoate reductases (2009), J. Mol. Biol., 392, 1266-1277.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.3.1.42 OPR3 mutant enzymes are expressed in Escherichia coli Solanum lycopersicum

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
1.3.1.42 at 2.0 A resolution, determination of the crystal structures of OPR3 in complex with the ligand p-hydroxybenzaldehyde, structural comparison with the OPR1:(9R,13R)-12-oxophytodienoate complex and further biochemical and mutational analyses reveals that 2 active-site residues, Phe74 and His244 in OPR3 are critical for substrate filtering Solanum lycopersicum
1.3.1.42 OPR1:p-hydroxybenzaldehyde complex at 2.3 A resolution, determination of the crystal structures of OPR1 in complex with the ligand p-hydroxybenzaldehyde, structural comparison with the OPR1:(9R,13R)-12-oxophytodienoate complex and further biochemical and mutational analyses reveals that 2 active-site residues, Tyr78 and Tyr246 in OPR1 are critical for substrate filtering Solanum lycopersicum

Protein Variants

EC Number Protein Variants Comment Organism
1.3.1.42 F74Y OPR3 mutant, change in substrate specificity, similar increase in stereoselectivity is observed for the mutant as compared to the wild-type enzyme Solanum lycopersicum
1.3.1.42 F74Y/H244Y OPR3 double-mutant, reduction of (9S,13S)-12-oxo-phytodienoic acid is slower in the double-mutant as in the wild type enzyme and the single mutants, the protein crystallizes as a monomer with none of the dimer interactions retain Solanum lycopersicum
1.3.1.42 H244Y OPR3 mutant, change in substrate specificity, similar increase in stereoselectivity is observed for the mutant as compared to the wild-type enzyme Solanum lycopersicum

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.3.1.42 p-Hydroxybenzaldehyde
-
Solanum lycopersicum

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.3.1.42 (9S,13S)-12-oxo-phytodienoic acid + NADPH + H+ Solanum lycopersicum enzyme is a FMN-dependent oxidoreductase that catalyzes the reduction of the cyclopentenone (9S,13S)-12-oxophytodienoate to the corresponding cyclopentanone in the biosynthesis of the plant hormone jasmonic acid 3-oxo-2((2Z)-pentenyl)-cyclopentane-1-octanoic acid + NADP+
-
?
1.3.1.42 (9S,13S)-12-oxo-phytodienoic acid + NADPH + H+ Solanum lycopersicum FMN-dependent oxidoreductase, biosynthesis of the plant hormone jasmonic acid, the enzyme in plants relates to old yellow enzyme (OYE) from Saccharomyces cerevisiae ?
-
?
1.3.1.42 3-oxo-2((2Z)-pentenyl)-cyclopentane-1-octanoic acid + NADP+ Solanum lycopersicum in vitro, OPR3 reduces the jasmonic acid precursor (9S,13S)-12-oxophytodienoate as well as the enantiomeric (9R,13R)-12-oxophytodienoate, while its isozyme OPR1 is highly selective, accepting only (9R,13R)-12-oxophytodienoate as a substrate, the enzyme in plants relates to old yellow enzyme (OYE) from Saccharomyces cerevisiae ?
-
?
1.3.1.42 additional information Solanum lycopersicum OPR1-like enzymes are highly selective, accepting only (9R,13R)-12-oxophytodienoate as a substrate ?
-
?

Organism

EC Number Organism UniProt Comment Textmining
1.3.1.42 Solanum lycopersicum Q9FEW9
-
-
1.3.1.42 Solanum lycopersicum Q9XG54
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.3.1.42 (9S,13S)-12-oxo-phytodienoic acid + NADPH + H+ enzyme is a FMN-dependent oxidoreductase that catalyzes the reduction of the cyclopentenone (9S,13S)-12-oxophytodienoate to the corresponding cyclopentanone in the biosynthesis of the plant hormone jasmonic acid Solanum lycopersicum 3-oxo-2((2Z)-pentenyl)-cyclopentane-1-octanoic acid + NADP+
-
?
1.3.1.42 (9S,13S)-12-oxo-phytodienoic acid + NADPH + H+ FMN-dependent oxidoreductase, biosynthesis of the plant hormone jasmonic acid, the enzyme in plants relates to old yellow enzyme (OYE) from Saccharomyces cerevisiae Solanum lycopersicum ?
-
?
1.3.1.42 3-oxo-2((2Z)-pentenyl)-cyclopentane-1-octanoic acid + NADP+ in vitro, OPR3 reduces the jasmonic acid precursor (9S,13S)-12-oxophytodienoate as well as the enantiomeric (9R,13R)-12-oxophytodienoate, while its isozyme OPR1 is highly selective, accepting only (9R,13R)-12-oxophytodienoate as a substrate, the enzyme in plants relates to old yellow enzyme (OYE) from Saccharomyces cerevisiae Solanum lycopersicum ?
-
?
1.3.1.42 additional information OPR1-like enzymes are highly selective, accepting only (9R,13R)-12-oxophytodienoate as a substrate Solanum lycopersicum ?
-
?

Subunits

EC Number Subunits Comment Organism
1.3.1.42 dimer OPR3 crystallizes as a self-inhibited dimer Solanum lycopersicum

Synonyms

EC Number Synonyms Comment Organism
1.3.1.42 12-oxophytodienoate reductase
-
Solanum lycopersicum
1.3.1.42 12-oxophytodienoate reductase 3
-
Solanum lycopersicum
1.3.1.42 OPR1
-
Solanum lycopersicum
1.3.1.42 OPR3
-
Solanum lycopersicum
1.3.1.42 phytodienoic acid reductase
-
Solanum lycopersicum

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.3.1.42 7.5
-
assay at Solanum lycopersicum

Cofactor

EC Number Cofactor Comment Organism Structure
1.3.1.42 FMN
-
Solanum lycopersicum
1.3.1.42 NADP+
-
Solanum lycopersicum
1.3.1.42 NADPH
-
Solanum lycopersicum