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

被引:29
作者
Falck, JR [1 ]
Reddy, YK [1 ]
Haines, DC [1 ]
Reddy, KM [1 ]
Krishna, UM [1 ]
Graham, S [1 ]
Murry, B [1 ]
Peterson, JA [1 ]
机构
[1] Univ Texas, SW Med Ctr, Dept Chem, Dallas, TX 75235 USA
关键词
eicosanoids; epoxides; inversion reactions; asymmetric synthesis; biosynthesis;
D O I
10.1016/S0040-4039(01)00694-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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. (C) 2001 Elsevier Science Ltd. Ail rights reserved.
引用
收藏
页码:4131 / 4133
页数:3
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