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Kinetic Study of Hydrogen–Deuterium Exchange of Glutamic Acid in Deuterated Hydrochloric Acid Solution

Authors

  • Anqi She,

    1. State Key Laboratory of Bioreactor Engineering and Institute of Applied Chemistry, East China University of Science and Technology, Shanghai, People's Republic of China
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  • Hongze Gang,

    1. State Key Laboratory of Bioreactor Engineering and Institute of Applied Chemistry, East China University of Science and Technology, Shanghai, People's Republic of China
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  • Shizhong Yang,

    1. State Key Laboratory of Bioreactor Engineering and Institute of Applied Chemistry, East China University of Science and Technology, Shanghai, People's Republic of China
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  • Bozhong Mu

    Corresponding author
    • State Key Laboratory of Bioreactor Engineering and Institute of Applied Chemistry, East China University of Science and Technology, Shanghai, People's Republic of China
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  • Contract grant sponsor: National Natural Science Foundation of China.

  • Contract grant number: 21203063.

Correspondence to: Bozhong Mu; e-mail: bzmu@ecust.edu.cn.

ABSTRACT

The kinetics of the hydrogen–deuterium (H–D) exchange at both the methine (alpha) and methylene (gamma) positions of glutamic acid in deuterated hydrochloric acid solution has been studied in the temperature range of 383–433 K by 1H NMR detection. The reaction rates of H–D exchange at the two positions were described by applying multivariable linear regression (MLR) analysis and are determined as v = k[Glu]3.3[D3O+]1.5 mol L−1 h−1 with k = 3.52 × 1016 × exp (–1.37 × 105/RT) mol−3.8 L h−1 for the alpha position as well as v = k[Glu]1.0[D3O+]0.45 mol L−1 h−1 with k = 1.77 × 1012 × exp (–0.99 × 105/RT) mol−0.45 L h−1 for the gamma position. The Arrhenius activation energy (Ea) at the gamma position is less than that at the alpha position, which implies that the deuteration reaction at the gamma position proceeded more easily.

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