SYNTHESIS OF 5-FLUOROARACHIDONIC ACID AND ITS BIOTRANSFORMATION TO 5-FLUORO-12-HYDROXYEICOSATETRAENOIC ACID

Takeo Taguchi; Tomoyuki Takigawa; Azuma Igarashi; Yoshiro Kobayashi; Yoko Tanaka; William Jubiz; Robert G. Briggs

doi:10.1248/cpb.35.1666

Takeo Taguchi, Tomoyuki Takigawa, Azuma Igarashi, Yoshiro Kobayashi, Yoko Tanaka, William Jubiz, Robert G. Briggs

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Keywords: arachidonic acid, fluoroarachidonic acid, hydroxyeicosatetraenoic acid, fluorohydroxyeicosatetraenoic acid, lipoxygenase, platelet

JOURNAL FREE ACCESS

1987 Volume 35 Issue 4 Pages 1666-1669

DOI https://doi.org/10.1248/cpb.35.1666

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Abstract

The synthesis of 5-fluoroarachidonic acid (1) was achieved from the intermediate (E) -5, 6-dihydroxy-2-fluorohex-2-enoate 5, 6-acetonide (5). Incubation of 1 with human platelets yielded 5-fluoro-12-hydroxyeicosatetraenoic acid (5F-12-HETE, 2).

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