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pH-responsive pseudo-peptides for cell membrane disruption.

M E Eccleston1, M Kuiper, F M Gilchrist

  • 1Department of Chemical Engineering, University of Cambridge, Pembroke Street, Cambridge CB2 3RA, UK.

Journal of Controlled Release : Official Journal of the Controlled Release Society
|November 7, 2000
PubMed
Summary
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New biodegradable pseudo-peptides from L-lysine copolymers show tunable pH-dependent precipitation and cell membrane rupture. These materials offer potential for controlled drug delivery and biomaterial applications.

Area of Science:

  • Polymer Chemistry
  • Biomaterials Science
  • Biochemistry

Background:

  • Pseudo-peptides offer tunable properties for biomaterial applications.
  • Understanding pH-responsive polymers is crucial for drug delivery systems.

Purpose of the Study:

  • To synthesize and characterize novel pseudo-peptides via copolymerization of L-lysine and L-lysine ethyl-ester with hydrophobic dicarboxylic acids.
  • To investigate the pH-dependent solubility, precipitation, and cell lysis properties of these pseudo-peptides.

Main Methods:

  • Copolymerization of L-lysine and L-lysine ethyl-ester with various hydrophobic dicarboxylic acid moieties.
  • Solubility and precipitation studies in aqueous solutions across a pH range.
  • Cell viability assays and erythrocyte lysis tests at different pH values.

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Main Results:

  • Polymers exhibit reversible precipitation controlled by pH-induced charge neutralization of carboxylic acid groups.
  • The precipitation pH range is adjustable via hydrophilic/hydrophobic balance, pKa modification, or chemical backbone alterations.
  • Pseudo-peptides are well-tolerated by mammalian cell lines at physiological pH but induce cell membrane rupture at pH 5.5.
  • Poly(L-lysine dodecanamide) showed enhanced erythrocyte lysis at pH < 7.0 compared to poly(L-lysine iso-phthalamide).

Conclusions:

  • Synthesized pseudo-peptides demonstrate tunable pH-responsive behavior, making them promising for biomaterial applications.
  • The materials exhibit controlled biodegradability and specific interactions with cell membranes, leading to pH-dependent lysis.
  • Modifications in polymer structure influence cell lysis efficacy, suggesting potential for targeted therapeutic delivery.