Synthesis of 2-[2H]-2-(1-methylalkyl)succinic acids |
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Authors: | Xin-Yu Bian Serge Maurice Mbadinga Shi-Zhong Yang Ru-Qiang Ye Ji-Dong Gu Bo-Zhong Mua |
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Affiliation: | a State Key Laboratory of Bioreactor Engineering and Institute of Applied Chemistry, East China University of Science and Technology, Shanghai 200237, China;b School of Biological Sciences, The University of Hong Kong, Hong Kong, China |
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Abstract: | We describe a specific procedure for the synthesis of deuterium-labelled 2-(1-methylalkyl)succinate established via alkylation of diethyl malonate, Krapcho decarboxylation reaction with D2O and hydrolysis reaction. Two novel compounds, 2-[2H]-2-ethylsuccinic acid and 2-[2H]-2-(1-methylheptyl) succinic acid were prepared via this synthetic route and characterized by mass spectrometry and 1H NMR. The results showed that the 2-(1-methylalkyl)succinic acids were deuterated at the β-position, which is considered as an important reaction centre in the anaerobic degradation of n-alkanes. |
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Keywords: | Deuterium-labelled biomarkers 2-(1-Methylalkyl)succinates Fumarate addition Anaerobic degradation of alkanes |
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