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Updated: Jul 20, 2026

Determination of the Gas-phase Acidities of Oligopeptides
Published on: June 24, 2013
Low-barrier hydrogen bond between phosphate and the amide group in phosphopeptide
Jin-Tang Du1, Yan-Mei Li, Wei Wei
1Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, PR China.
Abstract:
As the conversion between the monoionic (1) and diionic (2) form of the phosphate occurs, the phosphorylated peptides or proteins can not only cause the formation of a hydrogen bond between the phosphate group and the amide group but also change the strength of the hydrogen bond to form low-barrier hydrogen bonds (LBHBs). This reversible protonation of the phosphate group, which changes both the electrostatic properties of the phosphate group and the strength of the hydrogen bond, provides a possible mechanism in regulating protein function.
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