13(S)-HpOTrE

13(S)-HpOTrE is a monohydroperoxy polyunsaturated fatty acid produced in soybeans by the action of soybean LO-2 on esterified alpha-linolenic acid. Incubation of soybean seedling biomembranes with soybean LO-2 catalyzes the formation of both 9- and 13-HpOTrE in a molar ratio of 10:1. In plants, 13(S)-HpOTrE can be metabolized by the hydroperoxide lyase pathway producing aldehyde and oxoacid fragments, or by the hydroperoxide dehydratase pathway producing jasmonic acid. Treatment of tomato leaves with 13-HpOTrE causes induction of proteinase inhibitors, simulating the normal response to wounding. This data suggests that in plants 13(S)-HpOTrE may participate in a lipid-based signalling system initiated by insect and pathogen attack.Formal Name: 13S-hydroperoxy-9Z,11E,15Z-octadecatrienoic acid. CAS Number: 67597-26-6. Molecular Formula: C18H30O4. Formula Weight: 310.4. Purity: >98%. Formulation: (Request formulation change), A solution in ethanol. Solubility: DMF: 50 mg/ml, DMSO: 50 mg/ml, Ethanol: 50 mg/ml, PBS pH 7.2: 1 mg/ml. lambdamax: 235 nm. SMILES: CC/C=C\C[C@H](OO)/C=C/C=C\CCCCCCCC(O)=O. InChi Code: InChI=1S/C18H30O4/c1-2-3-11-14-17(22-21)15-12-9-7-5-4-6-8-10-13-16-18(19)20/h3,7,9,11-12,15,17,21H,2,4-6,8,10,13-14,16H2,1H3,(H,19,20)/b9-7-,11-3-,15-12+. InChi Key: UYQGVDXDXBAABN-JDTPQGGVSA-N.