Produced by the action of soybean LO-1 on γ-linolenic acid
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13(S)-HpOTrE(γ)

Item No. 45210

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
13S-hydroperoxy-6Z,9Z,11E-octadecatrienoic acid
CAS Number
121107-97-9
Molecular Formula
C18H30O4
Formula Weight
310.4
Purity
≥98%
Formulation
A 1 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS pH 7.2: 1 mg/ml
λmax
236 nm
SMILES
CCCCC[C@H](OO)/C=C/C=C\C/C=C\CCCCC(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/h4,6-7,9,12,15,17,21H,2-3,5,8,10-11,13-14,16H2,1H3,(H,19,20)/b6-4-,9-7-,15-12+
InChi Key
LYFGXCQTRBQQMX-YSHIPJNPSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    100 µg

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    Product Description

    13(S)-HpOTrE(γ) is a monohydroxy PUFA produced by the action of soybean lipoxygenase-1 (LO-1) on γ-linolenic acid.1 Further action of soybean LO-1 converts 13(S)-HpOTrE(γ) to all four isomers of 6,13-DiHOTrE.2 At concentrations greater than 100 µM, 13(S)-HpOTrE(γ) inhibits the activity of soybean LO-1.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Funk, M.O., Isaac, R., and Porter, N.A. Preparation and purification of lipid hydroperoxides from arachidonic and γ-linolenic acids. Lipids 11, 113-116 (1976).

    2. Kim, M.R., and Sok, D.E. Formation of 6,13-dihydroxyoctadecatrienoic acid isomers from γ-linolenic acid. Biochem. Biophys. Res. Commun. 159, 1154-1160 (1989).

    3. Kim, M.R., and Sok, D.E. Irreversible inhibition of soybean lipoxygenase-1 by hydroperoxy acids as substrates. Arch. Biochem. Biophys. 288, 270-275 (1991).