Results
Title

Amino Acid-Functionalized Calix[4]Resorcinarene Solubilization by Mono- and Dicationic Surfactants.

Authors

Zakharova, Lucia Ya.; Serdyuk, Anna A.; Mirgorodskaya, Alla B.; Kapitanov, Illia V.; Gainanova, Gulnara A.; Karpichev, Yevgen; Gavrilova, Elena L.; Sinyashin, Oleg G.

Abstract

Poorly water-soluble calix[4]resorcinarenes modified with amino acid (Ala, Val) at the upper rim formed a water-soluble mixed system with micelles of monocationic surfactants cetyltrimethylammonium bromide, cetyldimethyl(2-hydroxyethyl)ammonium bromide, and dicationic (gemini) surfactants, alkanediyl-α,ω- bis(dimethyltetradecylammonium bromides (14-s-14, where s = 2, 4, or 6). UV-Vis and DLS methods demonstrated that the micellar systems of surfactant/functionalized calix[4]resorcinarene underwent structural changes within a relatively narrow concentration range followed by changes in solubilization capacity and polydispersity. Gemini surfactants and monocationic/gemini mixed surfactant systems were provided selectivity in their interaction with calix[4]resorcinarene depending on the bulkiness of the substituent at the upper rim of calix[4]resorcinarene, gemini surfactant spacer length, and mixed micelles. These systems represent a direction to create biocompatible water-soluble functionalized calix[4]resorcinarene composition and may open perspectives in designing organized systems with controllable properties.

Subjects

RESORCINARENES; AMINO acids; SOLUBILIZATION; CATIONIC surfactants; CETYLTRIMETHYLAMMONIUM bromide; CALIXARENES; FUNCTIONAL groups

Publication

Journal of Surfactants & Detergents, 2016, Vol 19, Issue 3, p493

ISSN

1097-3958

Publication type

Academic Journal

DOI

10.1007/s11743-016-1792-0