Synthesis, conformation and cytotoxicity of new, branched polymeric polypeptides containing hydrophobic amino acid or arginine moiety

Mónika Sebestyén, Rita Szabó, László Kőhidai, Éva Pállinger, Gábor Mező, György Kóczán, F. Hudecz

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

In this paper we report on the synthesis and solution conformation of a new set of structurally related polycationic branched chain polypeptides (poly[Lys(Xi-dl-Alam)]) with hydrophobic (Ile, Nle, Val) or cationic (Arg) amino acids at the N-terminal end of the side chains as well as their cytotoxic effect on murine bone marrow derived macrophages. Solution conformation of the polypeptides was studied with circular dichroism spectroscopy under different conditions (pH, ionic strength). The results of these comparative studies indicate that a) polypeptides could adopt an ordered (mainly helical) conformation at physiological pH and salt concentration (pH 7.4, 0.2 M NaCl); b) the nature of side chain terminal amino acid (X) could determine under which conditions the ordered structure was formed. Thus, the solution conformation of branched polypeptides could be modulated by the selection of amino acid X under physiological conditions. All polypeptides with hydrophobic amino acid at the terminal position were essentially non-toxic on macrophages, whereas the polypeptide with terminal Arg proved to be markedly cytotoxic.

Original languageEnglish
Pages (from-to)527-535
Number of pages9
JournalStructural Chemistry
Volume28
Issue number2
DOIs
Publication statusPublished - Apr 1 2017

Keywords

  • hydrophobic side chain
  • in vitro cytotoxicity
  • polylysine based polypeptides
  • solution conformation

ASJC Scopus subject areas

  • Condensed Matter Physics
  • Physical and Theoretical Chemistry

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