Schreiber J, Mason R P, Eling T E
Arch Biochem Biophys. 1986 Nov 15;251(1):17-24. doi: 10.1016/0003-9861(86)90046-9.
Heme-catalyzed decomposition of unsaturated hydroperoxy fatty acids has been proposed to proceed via carbon-centered free radicals (delocalized at positions C11, C12, and C13 for 15-hydroperoxy-eicosatetraenoic acid (15-HPETE). The stable products are usually epoxy fatty acids and epoxy alcohols. Hydroperoxides from arachidonic acid can decompose via this mechanism to form leukotrienes of potential biological significance and can catalyze the epoxidation of proximal carcinogens to ultimate carcinogenic metabolites. We have used electron spin resonance spin-trapping techniques to detect carbon-centered radicals formed by heme- or ram seminal vesicle-catalyzed decomposition of 15-HPETE. For both systems we detect both a short- and a long-lived radical adduct. We proposed that these radical adducts are derived from C11 and C13 carbon-centered free radicals generated in the decomposition of 15-HPETE.
血红素催化的不饱和氢过氧脂肪酸分解被认为是通过碳中心自由基进行的（对于15-氢过氧二十碳四烯酸（15-HPETE），这些自由基定域在C11、C12和C13位）。稳定产物通常是环氧脂肪酸和环氧醇。花生四烯酸的氢过氧化物可通过该机制分解形成具有潜在生物学意义的白三烯，并可催化近端致癌物环氧化形成最终致癌代谢物。我们使用电子自旋共振自旋捕获技术来检测由血红素或精囊催化分解15-HPETE形成的碳中心自由基。对于这两种体系，我们都检测到了一种短寿命和一种长寿命自由基加合物。我们提出这些自由基加合物源自15-HPETE分解过程中产生的C11和C13碳中心自由基。
