Practical, enantiospecific syntheses of 14, 15-EET and leukotoxin B (vernolic acid)

…, UM Krishna, S Graham, B Murry, JA Peterson

Index: Falck; Reddy; Haines, Donovan C.; Reddy, Komandla Malla; Krishna; Graham, Sandra; Murry, Barbara; Peterson, Julian A. Tetrahedron Letters, 2001 , vol. 42, # 25 p. 4131 - 4133

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Citation Number: 36

Abstract

Cytochrome P450BM3 and its F87V mutant were exploited for a convenient, laboratory scale (1 mmol) preparation of 14 (S), 15 (R)-epoxyeicosatrienoic acid [14 (S), 15 (R)-EET] from arachidonic acid and (+)-leukotoxin B [(+)-12 (S), 13 (R)-vernolic acid] from linoleic acid, respectively. Their enantiomers were accessed via a four-step chemical inversion.