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Gas-phase basicity of glycine, alanine, proline, serine, lysine, histidine and some of their peptides by the thermokinetic method

By Guy Bouchoux and Jean-Yves Salpin

Abstract

The thermokinetic method is applied to a set of six amino acids (glycine, alanine, proline, serine, lysine, histidine) and 30 of their di-and tri-peptides for which experimental proton transfer rate constants were available. The comparison between the presently determined gas-phase basicities, GBs, of the amino acids with values obtained from equilibrium constant determination is generally good (a mean deviation of ∼3 kJ mol−1 is observed). Derived proton affinities values are discussed. The gas-phase basicities of peptides provided by the present study correct several previously estimated values thus offering a more firm basis for structural discussion. Composite reaction efficiency curves indicate the existence, for several peptides, of at least two non-interconverting populations of protonated forms

Topics: [PHYS.PHYS.PHYS-CHEM-PH]Physics [physics]/Physics [physics]/Chemical Physics [physics.chem-ph]
Publisher: 'IM Publications Open LLP'
Year: 2003
DOI identifier: 10.1255/ejms.568
OAI identifier: oai:HAL:hal-00068599v1
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