11,12-leukotriene A4: synthesis and metabolism.
11(S),12(S)-oxido-5Z,7E,9E,14Z-eicosatetraenoic acid (11,12-LTA4) was chemically synthesized from 12-hydroperoxy-eicosatetraenoic acid (12-HPETE). 11,12-LTA4 methyl ester was nonenzymically hydrolyzed to at least four products. These products were identified to be epimers of 5,12(S)-dihydroxy-eicosatetraenoic acid methyl ester (5,12(S)-diHETE-Me) and epimers of 11,12-diHETE-Me. In addition to the above nonenzymic products, 11,12-LTA4 was converted to 11,12-LTC4 by the rat liver glutathione S-transferase, and to an isomer of 11,12-diHETE by homogenates of the guinea pig adrenal gland and liver.
Miki
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Department of Physiological Chemistry and Nutrition, Faculty of Medicine, University of Tokyo, Japan.
Kitamura
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Shimizu
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Seyama
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Y
D000311:Adrenal Glands / Q000201:enzymology; D000818:Animals; D001921:Brain / Q000201:enzymology; D003600:Cytosol / Q000201:enzymology; D004851:Epoxide Hydrolases / Q000378:metabolism*; D006868:Hydrolysis; D007421:Intestine, Small / Q000201:enzymology; D007668:Kidney / Q000201:enzymology; D017572:Leukotriene A4; D015289:Leukotrienes / Q000138:chemical synthesis / Q000378:metabolism*; D008099:Liver / Q000201:enzymology; D008861:Microsomes / Q000201:enzymology; D051381:Rats
D017572:Leukotriene A4; D015289:Leukotrienes; D004851:Epoxide Hydrolases; C043134:leukotriene A4 hydrolase