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alpha-Oxidative decarboxylation of fatty acids catalysed by cytochrome P450 peroxygenases yielding shorter-alkyl-chain fatty acids

机译:alpha-Oxidative脱酸脂肪酸催化了细胞色素P450 peroxygenases收益率shorter-alkyl-chain脂肪酸

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摘要

Cytochrome P450 peroxygenases belonging to the CYP152 family catalyse the oxidation of fatty acids using H2O2. CYP152N1 isolated from Exiguobacterium sp. AT1b exclusively catalyses the a-selective hydroxylation of myristic acid at physiological H2O2 concentration. However, a series of shorter-alkyl-chain fatty acids such as tridecanoic acid were produced from myristic acid by increasing the concentration of H2O2 (1-10 mM). The yield of tridecanoic acid from myristic acid reached 17%. An O-18-labeled oxidant study suggested that CYP152N1 catalysed the overoxidation of alpha-hydroxymyristic acid to form alpha-ketomyristic acid, which in turn was spontaneously decomposed by H2O2 to yield tridecanoic acid. Crystal structure analysis of CYP152N1 revealed its high similarity to other CYP152 family enzymes, such as CYP152A1 and CYP152B1. MD simulations of alpha-hydroxymyristic acid accommodated in CYP152N1 proposed a possible pre-oxidation conformation of alpha-hydroxymyristic acid for the decarboxylation reaction.
机译:细胞色素P450 peroxygenases属于CYP152家族催化脂肪的氧化使用过氧化氢酸。Exiguobacterium sp。AT1b只催化作用肉豆蔻酸的选择性羟基化生理过氧化氢浓度。一系列shorter-alkyl-chain脂肪酸等十三酸生产肉豆蔻酸通过提高过氧化氢的浓度(1 - 10毫米)。酸达到17%。建议CYP152N1催化了氧化过度alpha-hydroxymyristic酸形式alpha-ketomyristic酸,反过来自发分解过氧化氢产量十三酸。CYP152N1透露其高相似CYP152家族的酶,如CYP152A1和CYP152B1。酸在CYP152N1提出一个可能的适应pre-oxidation构象的alpha-hydroxymyristic酸的脱羧反应。

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