Stereospecific bioactions of 5-hydroxyeicosatetraenoate.
5(S)-Hydroxyicosatetraenoate stimulates human polymorphonuclear neutrophils (PMNs) to raise their cytosolic calcium. It also potentiates the cells' degranulation responses to platelet-activating factor and diacylglycerols. We synthesized 5(R)-hydroxyicosatetraenoate and found it to be 20-100-fold weaker than the natural isomer in these assays. Thus, the arachidonic acid metabolite activates PMNs by a stereospecific possibly receptor-mediated mechanism.
Rossi
A G
AG
Department of Medicine, Wake Forest University Medical Center, Winston-Salem, NC 27103.
Thomas
M J
MJ
O'Flaherty
J T
JT
D002118:Calcium / Q000502:physiology; D004075:Diglycerides / Q000494:pharmacology; D005089:Exocytosis / Q000187:drug effects; D005966:Glucuronidase / Q000378:metabolism; D006801:Humans; D006893:Hydroxyeicosatetraenoic Acids / Q000494:pharmacology*; D009113:Muramidase / Q000378:metabolism; D009504:Neutrophils / Q000187:drug effects*; D010972:Platelet Activating Factor / Q000494:pharmacology; D013237:Stereoisomerism; D013755:Tetradecanoylphorbol Acetate / Q000494:pharmacology
D004075:Diglycerides; D006893:Hydroxyeicosatetraenoic Acids; D010972:Platelet Activating Factor; C044295:1,2-dioctanoylglycerol; C022022:5-hydroxy-6,8,11,14-eicosatetraenoic acid; D009113:Muramidase; D005966:Glucuronidase; D013755:Tetradecanoylphorbol Acetate; D002118:Calcium