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MetaCyc Reaction: 1.11.2.3

Superclasses: Reactions Classified By Conversion Type Simple Reactions Chemical Reactions
Reactions Classified By Substrate Small-Molecule Reactions

EC Number: 1.11.2.3

Enzymes and Genes:

Glycine max : fatty acid peroxygenase (fatty acid hydroperoxide-dependent) Inferred from experiment

In Pathway: cutin biosynthesis

Note that this reaction equation differs from the official Enzyme Commission reaction equation for this EC number, which can be found here .

The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, is in accordance with the Enzyme Commission system.

Mass balance status: Balanced.

Enzyme Commission Primary Name: plant seed peroxygenase

Enzyme Commission Synonyms: plant peroxygenase, soybean peroxygenase

Standard Gibbs Free Energy (ΔrG in kcal/mol): -14.92 Inferred by computational analysis [Latendresse13]

Enzyme Commission Summary:
A heme protein with calcium binding motif (caleosin-type). Enzymes of this type include membrane-bound proteins found in seeds of different plants. They catalyse the direct transfer of one oxygen atom from an organic hydroperoxide, which is reduced into its corresponding alcohol to a substrate which will be oxidized.

A clearer way to express this reaction equation may be: R1H + R2OOH = R1OH + R2OH

Reactions catalysed include hydroxylation, epoxidation and sulfoxidation. Preferred substrate and co-substrate are unsaturated fatty acids and fatty acid hydroperoxides, respectively. Plant seed peroxygenase is involved in the synthesis of cutin.

Citations: [Ishimaru79, Blee93, Hamberg96, Lequeu03, Hanano06, Partridge09a]

Gene-Reaction Schematic: ?

Gene-Reaction Schematic

Relationship Links: BRENDA:EC:1.11.2.3 , ENZYME:EC:1.11.2.3 , IUBMB-ExplorEnz:EC:1.11.2.3


References

Blee93: Blee E, Wilcox AL, Marnett LJ, Schuber F (1993). "Mechanism of reaction of fatty acid hydroperoxides with soybean peroxygenase." J Biol Chem 268(3);1708-15. PMID: 8420948

Hamberg96: Hamberg M, Hamberg G (1996). "Peroxygenase-Catalyzed Fatty Acid Epoxidation in Cereal Seeds (Sequential Oxidation of Linoleic Acid into 9(S),12(S),13(S)-Trihydroxy-10(E)-Octadecenoic Acid)." Plant Physiol 110(3);807-815. PMID: 12226220

Hanano06: Hanano A, Burcklen M, Flenet M, Ivancich A, Louwagie M, Garin J, Blee E (2006). "Plant seed peroxygenase is an original heme-oxygenase with an EF-hand calcium binding motif." J Biol Chem 281(44);33140-51. PMID: 16956885

Ishimaru79: Ishimaru A (1979). "Purification and characterization of solubilized peroxygenase from microsomes of pea seeds." J Biol Chem 254(17);8427-33. PMID: 468835

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Lequeu03: Lequeu J, Fauconnier ML, Chammai A, Bronner R, Blee E (2003). "Formation of plant cuticle: evidence for the occurrence of the peroxygenase pathway." Plant J 36(2);155-64. PMID: 14535881

Partridge09a: Partridge M, Murphy DJ (2009). "Roles of a membrane-bound caleosin and putative peroxygenase in biotic and abiotic stress responses in Arabidopsis." Plant Physiol Biochem 47(9);796-806. PMID: 19467604


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 19.0 on Sat Aug 29, 2015, biocyc13.