Allene oxide cyclase

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In enzymology, an allene-oxide cyclase (EC 5.3.99.6) is an enzyme that belongs to the family of isomerases, specifically a class of other intramolecular oxidoreductases. The systematic name of this enzyme class is (9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate isomerase (cyclizing).

allene-oxide cyclase
Identifiers
EC no.5.3.99.6
CAS no.118390-59-3
Databases
IntEnzIntEnz view
BRENDABRENDA entry
ExPASyNiceZyme view
KEGGKEGG entry
MetaCycmetabolic pathway
PRIAMprofile
PDB structuresRCSB PDB PDBe PDBsum
Gene OntologyAmiGO / QuickGO
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NCBIproteins

The allene oxide of linolenic acid (i.e., (9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate) is converted by allene oxide cyclase to jasmonic acid ((15Z)-12-oxophyto-10,15-dienoate).[1]

Pathway for biosynthesis of jasmonic acid via allene oxide intermediate. Highlighted is the pentadiene core that is the site of the reactions.[2]

Structural studies

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As of late 2007, 6 structures have been solved for this class of enzymes, with PDB accession codes 1Z8K, 1ZVC, 2BRJ, 2DIO, 2GIN, and 2Q4I.

References

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  1. ^ Schaller A, Stintzi A (September 2009). "Enzymes in jasmonate biosynthesis - structure, function, regulation". Phytochemistry. 70 (13–14): 1532–8. Bibcode:2009PChem..70.1532S. doi:10.1016/j.phytochem.2009.07.032. PMID 19703696.
  2. ^ Dewick, Paul (2009). Medicinal Natural Products: A Biosynthetic Approach. United Kingdom: John Wiley & Sons, Ltd. pp. 42–53. ISBN 978-0-470-74168-9.
  • Hamberg M (October 1988). "Biosynthesis of 12-oxo-10,15(Z)-phytodienoic acid: identification of an allene oxide cyclase". Biochemical and Biophysical Research Communications. 156 (1): 543–50. doi:10.1016/S0006-291X(88)80876-3. PMID 3178850.