High performance liquid chromatography/electron spin resonance/mass spectrometry analyses of radicals formed in an anaerobic reaction of 9- (or 13-) hydroperoxide octadecadienoic acids with ferrous ions
High performance liquid chromatography/electron spin resonance/mass spectrometry analyses of radicals formed in an anaerobic reaction of 9- (or 13-) hydroperoxide octadecadienoic acids with ferrous ions
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DOI：
10.1016/j.chroma.2006.07.028
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发表时间：
2006-11-03
影响因子：
4.1
通讯作者：
Kumamoto, Kazumasa
中科院分区：
文献类型：
--
作者：
Iwahashi, Hideo;Hirai, Tomihiro;Kumamoto, Kazumasa
亚油酸氧化生成酰基氢过氧化物异构体。为了阐明脂质过氧化氢自由基与脂质过氧化氢毒性之间的关系，鉴定脂质过氧化氢自由基至关重要。本文采用高效液相色谱/电子自旋共振/质谱（HPLC/EPR/MS）对含有9-羟基-(10E, 12E)-十八碳-10,12-二烯酸（9EE-OOH）[或13-羟基-(9Z, 11E)-十八碳-9,11-二烯酸（13ZE-OOH）]的反应混合物在好氧条件和厌氧条件下进行了自由基分析。采用高效液相色谱/电子自旋共振光谱法（HPLC/EPR）和高效液相色谱/EPR/质谱法分别从9EE-OOH（或13EZ-OOH）中鉴定出以下自由基：在厌氧条件下从13EZ-OOH中分离出戊基自由基和环氧亚油酸自由基的异构体；13EZ-OOH在有氧条件下的7-羧基庚基和戊基自由基；在有氧条件下9EE-OOH的7-羧基庚基和戊基自由基；在厌氧条件下从9EE-OOH中分离7-羧基庚基。这些结果表明，不同自由基的形成在很大程度上取决于反应混合物中的氧浓度。(c) 2006 Elsevier B.V.版权所有
The oxidation of linoleic acid yields isomeric acyl hydroperoxides. In order to clarify the relation between the lipid peroxide-derived radicals and the toxicity of the lipid peroxide, identification of the lipid-derived radicals is essential. In this paper, high performance liquid chromatography/electron spin resonance/mass spectrometry (HPLC/EPR/MS) analysis of the radicals was performed for the reaction mixture containing 9-hydroperoxy-(10E, 12E)-octadeca-10,12-dienoic acid (9EE-OOH) [or 13-hydroperoxy-(9Z, 11E)-octadeca-9,11-dienoic acid (13ZE-OOH)] under an aerobic condition or an anaerobic condition. Following radicals were identified from 9EE-OOH (or 13EZ-OOH) by using high performance liquid chromatography/electron spin resonance spectrometry (HPLC/EPR) and HPLC/EPR/MS: pentyl radical and isomers of epoxylinoleic acid radicals from 13EZ-OOH under an anaerobic condition; 7-carboxyheptyl radical and pentyl radical from 13EZ-OOH under an aerobic condition; 7-carboxyheptyl radical and pentyl radical from 9EE-OOH under an aerobic condition; 7-carboxyheptyl radical from 9EE-OOH under an anaerobic condition. These results showed that the formation of the respective radical species depends on oxygen concentration in the reaction mixtures to a great extent. (c) 2006 Elsevier B.V. All rights reserved.