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

• Language:English Provider:SigmaAldrich

14(R),15(S)-EPOXY-(5Z,8Z,11Z)-EICOSATRIENOIC ACID Usage And Synthesis

Uses

14S(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].

Definition

ChEBI: 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

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