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

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...

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron letters 2001-06, Vol.42 (25), p.4131-4133
Main Authors: Falck, J.R, Reddy, Y.Krishna, Haines, Donovan C, Reddy, Komandla Malla, Krishna, U.Murali, Graham, Sandra, Murry, Barbara, Peterson, Julian A
Format: Article
Language:English
Subjects:
asymmetric synthesis
biosynthesis
eicosanoids
epoxides
inversion reactions
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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. Cytochrome P450BM3 and its F87V mutant were exploited for a convenient, laboratory scale (1 mmol) preparation of 14( S),15( R)-EET from arachidonic acid and (+)-leukotoxin B from linoleic acid, respectively. Their enantiomers were accessed via a four-step chemical inversion.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(01)00694-3