A Dual-Responsive Bola-Type Supra-amphiphile Constructed from a Water-Soluble Calix[4]pyrrole and a Tetraphenylethene-Containing Pyridine Bis-N-oxide

Xiaodong Chi; Huacheng Zhang; Gabriela I Vargas-Zúñiga; Gretchen M Peters; Jonathan L Sessler

doi:10.1021/jacs.6b03159

A Dual-Responsive Bola-Type Supra-amphiphile Constructed from a Water-Soluble Calix[4]pyrrole and a Tetraphenylethene-Containing Pyridine Bis-N-oxide

J Am Chem Soc. 2016 May 11;138(18):5829-32. doi: 10.1021/jacs.6b03159. Epub 2016 May 3.

Authors

Xiaodong Chi¹, Huacheng Zhang¹, Gabriela I Vargas-Zúñiga¹, Gretchen M Peters¹, Jonathan L Sessler¹

Affiliation

¹ Department of Chemistry, The University of Texas at Austin , 105 East 24th Street, Stop A5300, Austin, Texas 78712-1224, United States.

PMID: 27123813
DOI: 10.1021/jacs.6b03159

Abstract

Complexation between a water-soluble calix[4]pyrrole and a ditopic pyridine N-oxide derivative in aqueous media produces a bola-type supra-amphiphile that self-assembles to produce higher order morphologies, including multilamellar vesicles and micelles depending on the pH. The present bola-type supra-amphiphile exhibits strong fluorescence due to structural changes and aggregation induced by host-guest complexation. The resulting structures may be used to recognize, encapsulate, and release non-fluorescent, water-soluble small molecules.

Publication types

Research Support, U.S. Gov't, Non-P.H.S.
Research Support, Non-U.S. Gov't