Kinetic resolution of racemic leukotriene A4 by mammalian cytosolic epoxide hydrolases.
Cytosols of rat and guinea pig liver and of human placenta were screened for their capacity to catalyze the conversion of racemic leukotriene A4 into 5S, 12R-dihydroxy-(Z,E,E,Z)-6,8,10,14-eicosatetraenoic acid (leukotriene B4). The epoxide hydrolase activities showed some specificity for the 5S,6S-oxido-(E,E,Z,Z)-7,9,11,14-eicosatetraenoic acid (LTA4) and produced mixtures of leukotriene B4 and its enantiomer containing up to 78-87% of leukotriene B4.
Maury
G
G
Laboratoire de Chimie Organique Enzymatique, Université des Sciences et Techniques de Languedoc, Montpellier, France.
Ginestar
E
E
Lopez-Parrot
H
H
Thaler-Dao
H
H
Crastes De Paulet
A
A
D000818:Animals; D002851:Chromatography, High Pressure Liquid; D003600:Cytosol / Q000201:enzymology; D004851:Epoxide Hydrolases / Q000378:metabolism*; D005260:Female; D006168:Guinea Pigs; D007700:Kinetics; D017572:Leukotriene A4; D007975:Leukotriene B4 / Q000378:metabolism*; D015289:Leukotrienes / Q000378:metabolism*; D008099:Liver / Q000201:enzymology* / Q000378:metabolism; D010920:Placenta / Q000201:enzymology* / Q000378:metabolism; D011247:Pregnancy; D011863:Radioimmunoassay; D051381:Rats; D011919:Rats, Inbred Strains; D013379:Substrate Specificity
D017572:Leukotriene A4; D015289:Leukotrienes; D007975:Leukotriene B4; D004851:Epoxide Hydrolases