(±)12,13-DiHOME

（±）12,13-DiHOME是由（±）12,13-EpOME的可溶性环氧化物水解酶开放产生的二醇。该二醇的甲酯和9,10异构体的混合物在肾近端肾小管细胞中的毒性要比甲酯环氧化物更高，但是在肾皮质线粒体中，环氧化物转化为12,13-DiHOME的过程似乎是排毒途径的一部分，可防止线粒体功能障碍。该二醇和9,10异构体可通过人肝和肠道微粒体以及重组UGT2B7通过羟基进行葡糖醛酸化。在患有过氧化物酶体疾病的人的尿液中发现了高含量的LA-二醇葡糖醛酸苷。二醇的混合物在体外刺激乳腺癌细胞增殖，并以相对较低的浓度 (±)12,13-DiHOME is the diol resulting from the soluble epoxide hydrolase opening of (±)12,13-EpOME. The mixture of the methyl ester of this diol and the 9,10 isomer are more cytotoxic than the methyl ester epoxides in renal proximal tubular cells.However, in renal cortical mitochondria, the conversion of the epoxide to 12,13-DiHOME appears to be part of the detoxification pathway that prevents mitochondrial dysfunction. This diol and the 9,10 isomer can be glucuronidated by human liver and intestinal microsomes as well as recombinant UGT2B7 through a hydroxyl group. High levels of LA-diol glucuronides have been found in the urine of humans with peroxisomal diseases. A mixture of the diols stimulates breast cancer cell proliferation in vitro and disrupts reproductive function in rats at relatively low concentrations. (±)12,13-DiHOME is supplied as a solution in methyl acetate. To change the solvent, simply evaporate the methyl acetate under a gentle stream of nitrogen and immediately add the solvent of choice. Solvents such as ethanol, DMSO, and dimethyl formamide purged with an inert gas can be used. The solubility of (±)12,13-DiHOME in these solvents is approximately 20 mg/ml.

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