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

• Published in: Organic & biomolecular chemistry Vol. 13; no. 21; p. 5894
• Main Authors: Padnya, Pavel L, Andreyko, Elena A, Mostovaya, Olga A, Rizvanov, Ildar Kh, Stoikov, Ivan I
• Format: Journal Article
• Language: English
• Published: England 07-06-2015
• Subjects: 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
• ISSN: 1477-0539
• DOI: 10.1039/c5ob00548e

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.