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Protonation States of Glufosinate in Aqueous Solution

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Abstract

Glufosinate, an analogue of glutamic acid (also known as phosphinothricin), is an important herbicide. The protonation constants of glufosinate were determined by means of potentiometric titrations at variable temperatures with ionic strength 0.5 mol·L−1 (NaCl solution). The heat effects of the protonation reactions of glufosinate were measured by direct calorimetry. NMR spectroscopies have demonstrated that the first protonation site occurs on the nitrogen atom in the amino group, followed by one of the oxygen atoms in the phosphono group, and finally the carboxyl oxygen atom. This trend is in good agreement with the enthalpy of protonation and crystal structure results. These data will help to predict the speciation of glufosinate in physiological systems.

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Acknowledgements

The authors thank the National Natural Science Foundation of China (Grant No. 41573122) and China Academy of Engineering Physics for financial support. The authors thank Jie Shen at Tianjin Institute of Industrial Biotechnology, Chinese Academy of Sciences for the calorimetric titrations.

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Authors and Affiliations

  1. Institute of Nuclear Physics and Chemistry, China Academy of Engineering Physics, Mianyang, 621999, Sichuan, China

    Qiang Li, Bijun Liu, Wanjun Mu, Qianhong Yu, Guoping Liu, Yuchuan Yang, Xingliang Li & Shunzhong Luo

  2. Southwestern Institute of Physics, Chengdu, 610041, Sichuan, China

    Yin Tian

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  1. Qiang Li
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  2. Bijun Liu
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  4. Qianhong Yu
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  7. Yuchuan Yang
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Correspondence to Yuchuan Yang or Xingliang Li.

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Li, Q., Liu, B., Mu, W. et al. Protonation States of Glufosinate in Aqueous Solution. J Solution Chem 47, 705–714 (2018). https://doi.org/10.1007/s10953-018-0751-y

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  • DOI: https://doi.org/10.1007/s10953-018-0751-y

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