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  • Title: Evidence for leukotriene A4 as an intermediate in the conversion of 5-HPETE to leukotriene B4 catalyzed by cytochrome P-450.
    Author: Bösterling B, Trudell JR.
    Journal: Biochem Biophys Res Commun; 1983 Sep 30; 115(3):995-1001. PubMed ID: 6313004.
    Abstract:
    Hydrolysis of 5-hydroperoxyeicosatetraenoic acid catalyzed by cytochrome P-450 in the absence of NADPH formed a product with spectral and HPLC characteristics identical with those of leukotriene B4, 5(S),12(R)-dihydroxy-6-cis,8,10-trans,14-cis-eicosatetraenoic acid (LTB4). The product mixture suggests that trans-5,6-oxido-7,9-trans,11,14-cis-eicosatetraenoic acid, leukotriene A4 (LTA4) is an intermediate in the reaction. We suggest that the formation of LTB4 with the essential 6-cis stereochemistry is due to tight binding of the 5-HPETE to the cytochrome P-450 at a site that does not allow it to isomerize to the kinetically favored 6,8,10-trans configuration during attack of hydroxyl ion at C-12.
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