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Synthesis of 2-[2H]-2-(1-methylalkyl)succinic acids
Authors:Xin-Yu Bian  Serge Maurice Mbadinga  Shi-Zhong Yang  Ru-Qiang Ye  Ji-Dong Gu  Bo-Zhong Mua
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
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.
Keywords:Deuterium-labelled biomarkers  2-(1-Methylalkyl)succinates  Fumarate addition  Anaerobic degradation of alkanes
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