Thermodynamics of the Protonation of an Analogue of Glyphosate, N-(phosphonomethyl)-l-proline, in Aqueous Solutions

N -(phosphonomethyl)- l -proline is an analogue of glyphosate. The protonation for N -(phosphonomethyl)- l -proline was studied by potentiometry, calorimetry, 31 P NMR spectroscopy and quantum chemical calculations to further understand the protonation process of glyphosate. The results confirmed th...

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Bibliographic Details
Published in:Journal of solution chemistry 2017-05, Vol.46 (5), p.1048-1058
Main Authors: Li, Qiang, Liu, Bijun, Tian, Yin, Yu, Qianhong, Mu, Wanjun, Wei, Hongyuan, Wang, Dongqi, Li, Xingliang, Luo, Shunzhong
Format: Article
Language:English
Subjects:
Aqueous solutions
Biological activity
Biological effects
Chemistry
Chemistry and Materials Science
Condensed Matter Physics
Electrical measurement
Geochemistry
Industrial Chemistry/Chemical Engineering
Inorganic Chemistry
Nitrogen
NMR spectroscopy
Oceanography
Oxygen
Phosphonates
Physical Chemistry
Potentiometric analysis
Proline
Protonation
Quantum chemistry
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Summary:N -(phosphonomethyl)- l -proline is an analogue of glyphosate. The protonation for N -(phosphonomethyl)- l -proline was studied by potentiometry, calorimetry, 31 P NMR spectroscopy and quantum chemical calculations to further understand the protonation process of glyphosate. The results confirmed that the order of successive protonation sites of totally deprotonated N -(phosphonomethyl)- l -proline are a phosphonate oxygen, amino nitrogen, and finally the carboxylate oxygen. The results can improve the understanding of the biological activity of these types of molecules in solution.
ISSN:0095-9782
1572-8927
DOI:10.1007/s10953-017-0620-0