Determination of dissociation constant of phosphinate group in phosphinic pseudopeptides by capillary zone electrophoresis

Dušan Koval, Václav Kašika, Jií Jiráek, Michaela Collinsová, Timothy A. Garrow

Research output: Contribution to journalArticlepeer-review

Abstract

Capillary zone electrophoresis (CZE) was used for determination of dissociation constant of phosphinate group in phosphinic pseudopeptides, i.e. peptides where one peptide bond is substituted by phosphinic acid moiety -PO2--CH2-. The dissociation constants were determined for a set of newly synthesized pseudopeptides derived from a structure N-Ac-Val-Alaψ(PO2--CH2)Leu-His-NH 2 by nonlinear regression of experimentally measured pH dependence of their effective electrophoretic mobilities. CZE experiments were carried out in Tris-phosphate background electrolytes in the pH range 1.4-3.2. The pseudopeptides were synthesized as a mixture of four diastereomers, the separation of which was achieved in most cases. Moreover, differences of the effective mobilities of the pseudopeptide diastereomers enabled simultaneous determination of the dissociation constant of their phosphinate group without necessity of previous isolation of individual isomers.

Original languageEnglish (US)
Pages (from-to)145-154
Number of pages10
JournalJournal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences
Volume770
Issue number1-2
DOIs
StatePublished - Apr 25 2002

Keywords

  • Dissociation constant
  • Phosphinate
  • Phosphinic pseudopeptides

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Clinical Biochemistry
  • Cell Biology

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