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C20-trifluoro-5-oxo-ETE: a metabolically stable 5-oxo-ETE derivative.

ABSTRACT: The total synthesis of C(20)-trifluoro-6(E),8(Z),11(Z),14(Z) 5-oxo-ETE is reported. This compound was designed as an ?-oxidation-resistant analog of 5-oxo-ETE that would be resistant to metabolism. The trifluoro derivative of 5-oxo-ETE stimulated calcium mobilization in neutrophils and desensitized these cells to subsequent exposure to 5-oxo-ETE.

SUBMITTER: Patel P

PROVIDER: S-EPMC3062511 | biostudies-literature | 2011 Apr

REPOSITORIES: biostudies-literature

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C20-trifluoro-5-oxo-ETE: a metabolically stable 5-oxo-ETE derivative.

Patel Pranav P Gore Vivek V Powell William S WS Rokach Joshua J

Bioorganic & medicinal chemistry letters 20110212 7

The total synthesis of C(20)-trifluoro-6(E),8(Z),11(Z),14(Z) 5-oxo-ETE is reported. This compound was designed as an ω-oxidation-resistant analog of 5-oxo-ETE that would be resistant to metabolism. The trifluoro derivative of 5-oxo-ETE stimulated calcium mobilization in neutrophils and desensitized these cells to subsequent exposure to 5-oxo-ETE. ...[more]

PMID: 21377873

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