13-EPI-12-OXO PDA

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13-EPI-12-OXO PDA Basic information
Product Name:13-EPI-12-OXO PDA
Synonyms:4-OXO-5R-(2Z)-2-PENTENYL-2-CYCLOPENTENE-1S-OCTANOIC ACID;13-EPI-12-OXO PDA;13-EPI-12-OXO PHYTODIENOIC ACID;8-((1S,5R)-4-oxo-5-((Z)-pent-2-en-1-yl)cyclopent-2-en-1-yl)octanoic acid;2-Cyclopentene-1-octanoic acid, 4-oxo-5-(2Z)-2-penten-1-yl-, (1S,5R)-;3-epi-12-oxo Phytodienoic Acid
CAS:71606-07-0
MF:C18H28O3
MW:292.41
EINECS:
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Mol File:71606-07-0.mol
13-EPI-12-OXO PDA Structure
13-EPI-12-OXO PDA Chemical Properties
storage temp. Store at -20°C
solubility DMF: 20 mg/ml; DMSO: 10 mg/ml; Ethanol: 100 mg/ml; PBS (pH 7.2): 1 mg/ml
Safety Information
MSDS Information
13-EPI-12-OXO PDA Usage And Synthesis
Description13-epi-12-oxo Phytodienoic acid (13-epi-12-oxo PDA) is a lipoxygenase metabolite of α-linolenic acid in the leaves of green plants such as corn. ω-3 and ω-6 polyunsaturated fatty acids in plants are substrates for plant lipoxygenases.1 12-oxo PDA is one of the best studied end metabolites of this enzymatic pathway.2 While the initial enzymatic product and major isomer of 12-oxo PDA contains side chains in the cis position, both being β to the ring, the upper side chain attached at C-13, can and frequently does, isomerize when 12-oxo PDA is extracted, isolated, or stored. 13-epi-12-oxo PDA is the product of this isomerization.
DefinitionChEBI: 9s,13r-12-Oxophytodienoic Acid is a prostanoid.
References1. Crombie, L., and Mistry, K.M. Synthesis of 12-oxophytodienoic acid (12-oxoPDA) and the compounds of its enzymic degradation cascade in plants, OPC-8:0, -6:0, -4:0 and -2:0 (epi-jasmonic acid), as their methyl esters Journal of the Chemical Society 1,1981-1991(1991).
2. Hamberg, M., and Gardner, H.W. Oxylipin pathway to jasmonates: Biochemistry and biological significance Biochim. Biophys. Acta 1165(1),1-18(1992).
13-EPI-12-OXO PDA Preparation Products And Raw materials
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CIS-7,10,13,16,19-DOCOSA-PENTAENOIC ACID 13-EPI-12-OXO PDA