Hydroxylation of leukotriene B4 in leukocytes from various species: identification of a metabolite to authentic 5S,12R,19-trihydroxy-6Z,8E,10E,14Z-eicosatetra enoic acid and relative importance of 19- and 20-hydroxylations.
The major hydroxylated metabolite of leukotriene B4 in rat PMNL was found identical (UV spectrum and retention times in 3 different HPLC systems) to a synthetic compound of known stereochemistry, 19-hydroxy-LTB4. PMNL from various species exhibited 3 different types of behaviour for LTB4 hydroxylation. Human and monkey PMNL showed a high hydroxylating activity and a high regioselectivity with almost exclusive formation of products from 20-hydroxylation. Rat and mini-pig PMNL exhibited a very different regioselectivity with major formation of 19-OH-LTB4 (3:1 ratio). Finally, pig and beef PMNL were found almost devoid of any hydroxylating activity toward LTB4.
Mansuy
D
D
Laboratoire de Chimie et Biochimie Pharmacologiques et Toxicologiques, Unité associée au CNRS, Université René Descartes, Paris, France.
Boucher
J L
JL
Delaforge
M
M
Leclaire
J
J
D000818:Animals; D002417:Cattle; D002851:Chromatography, High Pressure Liquid; D006801:Humans; D006900:Hydroxylation; D007700:Kinetics; D007975:Leukotriene B4 / Q000097:blood* / Q000302:isolation & purification / Q000031:analogs & derivatives; D008252:Macaca fascicularis; D008297:Male; D009504:Neutrophils / Q000378:metabolism*; D010084:Oxidation-Reduction; D051381:Rats; D011919:Rats, Inbred Strains; D013045:Species Specificity; D013552:Swine; D013556:Swine, Miniature
C059045:5,12,19-trihydroxy-6,8,10,14-eicosatetraenoic acid; D007975:Leukotriene B4