Cooxidation of 13-cis-retinoic acid by prostaglandin H synthase.
Cooxidation of 13-cis-retinoic acid by prostaglandin H synthase.
复制标题
前列腺素 H 合酶对 13-顺式视黄酸的共氧化。
DOI：
10.1016/0006-291x(84)91571-7
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发表时间：
1984
影响因子：
3.1
通讯作者：
Marnett,LJ
中科院分区：
文献类型：
--
作者：
Samokyszyn,VM;Sloane,BF;Honn,KV;Marnett,LJ
用公羊精囊微粒体研究了前列腺素H合酶对13-顺式维甲酸（13-CIS）的协同代谢。用H2O2、13-羟基过氧-9-顺-11-反式十八烯酸（13- oh -18:2）或1-羟基过氧-5-苯基-4-戊烯氧化13-CIS，测定o2掺入量。紫外光谱和高效液相色谱表明，13-CIS被代谢为氧化衍生物。以H2O2、13- oh -18:2或花生四烯酸为底物，得到了相似的光谱变化和HPLC图谱。4-羟基-13-顺式维甲酸和所有反式维甲酸是协同氧化和其他极性代谢物的产物。抗氧化剂丁基羟基茴香醚和自旋捕集剂亚硝基苯抑制氧化。这些结果表明，13-顺式维甲酸可被前列腺素H合酶共氧化，其自由基机制类似于脂质过氧化。
Cooxidative metabolism of 13-cis-retinoic acid (13-CIS) via prostaglandin H synthase was investigated employing ram seminal vesicle microsomes. Oxidation of 13-CIS utilizing H2O2, 13-hydroperoxy-9-cis-11-trans-octadecadienoic acid (13-OOH-18:2), or 1-hydroperoxy-5-phenyl-4-pentene was detected by measurement of O2incorporation. UV spectroscopy and HPLC of extracted incubation mixtures demonstrated that 13-CIS was metabolized to oxidized derivatives. Similar spectral changes and HPLC profiles were obtained with H2O2, 13-OOH-18:2, or arachidonic acid as substrates. 4-Hydroxy-13-cis-retinoic acid and all trans-retinoic acid were products of cooxidation as well as other polar metabolites. Oxidation was inhibited by the antioxidant butylated hydroxyanisole and the spin trap, nitrosobenzene. These results indicate that 13-cis-retinoic acid is cooxidized by prostaglandin H synthase and suggest a free radical mechanism resembling that of lipid peroxidation.