14(R),15(S)-Epoxy-(5Z,8Z,11Z)-eicosatrienoic acid

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14(R),15(S)-Epoxy-(5Z,8Z,11Z)-eicosatrienoic acid Basic information
Product Name:14(R),15(S)-Epoxy-(5Z,8Z,11Z)-eicosatrienoic acid
Synonyms:14[R],15[S]-EET;14(R),15(S)-epoxy-(5Z,8Z,11Z)-*eicosatrienoic aci;14(R),15(S)-Epoxy-(5Z,8Z,11Z)-eicosatrienoic acid
CAS:105304-92-5
MF:C20H32O3
MW:320.47
EINECS:
Product Categories:
Mol File:105304-92-5.mol
14(R),15(S)-Epoxy-(5Z,8Z,11Z)-eicosatrienoic acid Structure
14(R),15(S)-Epoxy-(5Z,8Z,11Z)-eicosatrienoic acid Chemical Properties
storage temp. −20°C
solubility Ethanol: Soluble
Safety Information
Hazard Codes F,Xi
Risk Statements 11-36/37/38
Safety Statements 16-26-36
WGK Germany 3
MSDS Information
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SigmaAldrich English
14(R),15(S)-Epoxy-(5Z,8Z,11Z)-eicosatrienoic acid Usage And Synthesis
Uses14S(15R)-EET is an endogenous epoxytrienoic acid derivative that mainly exists in rat organs. By studying its metabolic process, it was found that its stereoselective hydration and formation of chiral diols were significantly affected by epoxidase. Different 14,15-EET enantiomers showed different regions and stereochemistry of hydration reactions, among which 14(R),15(S)-EET showed specific hydration for C15. These findings reveal the important role of epoxidase in the metabolism of endogenous EETs, and the differences in enzyme affinity and reaction rate for individual EET enantiomers may lead to their stereoselective metabolism[1].
DefinitionChEBI: 14,15-Epoxy-5,8,11-eicosatrienoic acid is a long-chain fatty acid.
References[1] Zeldin DC, et al. Metabolism of epoxyeicosatrienoic acids by cytosolic epoxide hydrolase: substrate structural determinants of asymmetric catalysis. Arch Biochem Biophys. 1995 Jan 10;316(1):443-51. DOI:10.1006/abbi.1995.1059
14(R),15(S)-Epoxy-(5Z,8Z,11Z)-eicosatrienoic acid Preparation Products And Raw materials
Tag:14(R),15(S)-Epoxy-(5Z,8Z,11Z)-eicosatrienoic acid(105304-92-5) Related Product Information
Mead acid Methyl-14(S),15(S)-epoxy-13(R)-hydroxy-5(Z),8(Z),11(Z)-eicosatrienoate (+/-)14,15-Epoxyeicosa-5z,8z,11z-trienoic acid 14(R),15(S)-Epoxy-(5Z,8Z,11Z)-eicosatrienoic acid Methyl-14(S),15(S)-epoxy-13(S)-hydroxy-5(Z),8(Z),11(Z)-eicosatrienoate 11R(12S)-EET