The synthesis of new amphiphilic p-tert-butylthiacalix[4]arenes containing peptide fragments and their interaction with DNA

Org Biomol Chem. 2015 Jun 7;13(21):5894-904. doi: 10.1039/c5ob00548e.

Abstract

New water-soluble p-tert-butylthiacalix[4]arenes containing peptide and quaternary ammonium fragments in cone and 1,3-alternate conformations were synthesized and characterized. The interaction of the macrocycles with DNA was studied by UV-spectroscopy, DLS and TEM. It was shown that the interaction of the self-associates based on p-tert-butylthiacalix[4]arenes tetrasubstituted at the lower rim with glycine and quaternary ammonium fragments in cone and 1,3-alternate conformations with DNA led to the formation of particles of about 99-192 nm in size.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • DNA / chemistry
  • DNA / metabolism*
  • Models, Molecular
  • Molecular Conformation
  • Particle Size
  • Peptide Fragments / chemical synthesis*
  • Peptide Fragments / chemistry
  • Peptide Fragments / metabolism*
  • Phenols / chemical synthesis*
  • Phenols / chemistry
  • Phenols / metabolism*
  • Quaternary Ammonium Compounds / chemical synthesis
  • Quaternary Ammonium Compounds / chemistry
  • Quaternary Ammonium Compounds / metabolism
  • Surface-Active Agents / chemical synthesis*
  • Surface-Active Agents / chemistry
  • Surface-Active Agents / metabolism*

Substances

  • Peptide Fragments
  • Phenols
  • Quaternary Ammonium Compounds
  • Surface-Active Agents
  • p-tert-butylthiacalix(4)arene
  • DNA