Discrimination of the Prochiral Hydrogens at the C-2 Position of n-Alkanes by Methane/Ammonia Monooxygenase Family Proteins
Discrimination of the Prochiral Hydrogens at the C-2 Position of n-Alkanes by Methane/Ammonia Monooxygenase Family Proteins
复制标题
甲烷/氨单加氧酶家族蛋白对正烷烃 C-2 位前手性氢的辨别
DOI：
10.1039/c5ob00640f
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发表时间：
2015
影响因子：
3.2
通讯作者：
Toshihide Bab
中科院分区：
文献类型：
--
作者：
Akimitsu Miyaji;Teppei Miyoshi;Ken Motokura;Toshihide Bab
研究了欧洲亚硝化单胞菌氨单加氧酶（AMO-Ne）对c4 - c8正构烷烃氧化成相应醇异构体的选择性，证明了AMO-Ne在催化位点内识别正构烷烃取向的能力。AMO-Ne在全细胞中由c4 - c8正构烷烃生成1-和2-醇，其区域选择性取决于碳链的长度。由c4 - c7正构烷烃生成的2-醇主要是R-或s -对映体，而由正辛烷生成的2-辛醇则是外消旋体。这些结果表明，AMO-Ne可以区分C-2位的前手性氢，其区分程度随正构烷烃的不同而不同。与荚膜甲基球菌（Methylococcus capsulatus, Bath）和trichosporium Methylosinus OB3b的颗粒甲烷单加氧酶（pMMO）相比，AMO-Ne在催化位点上表现出明显的正丁烷和正戊烷取向区分能力。
The selectivity of ammonia monooxygenase from Nitrosomonas europaea (AMO-Ne) for the oxidation of C4–C8n-alkanes to the corresponding alcohol isomers was examined to show the ability of AMO-Ne to recognize the n-alkane orientation within the catalytic site. AMO-Ne in whole cells produces 1- and 2-alcohols from C4–C8n-alkanes, and the regioselectivity is dependent on the length of the carbon chain. 2-Alcohols produced from C4–C7n-alkanes were predominantly either the R- or S-enantiomers, while 2-octanol produced from n-octane was racemic. These results indicate that AMO-Ne can discriminate between the prochiral hydrogens at the C-2 position, with the degree of discrimination varying according to the n-alkane. Compared to the particulate methane monooxygenase (pMMO) of Methylococcus capsulatus (Bath) and that of Methylosinus trichosporium OB3b, AMO-Ne showed a distinct ability to discriminate between the orientation of n-butane and n-pentane in the catalytic site.