Campus Units

Chemistry

Document Type

Article

Publication Version

Published Version

Publication Date

2012

Journal or Book Title

Journal of Organic Chemistry

Volume

77

Issue

1

First Page

556

Last Page

562

DOI

10.1021/jo202156d

Abstract

The conformation of a cholate hexamer with a clicked tether in between two tricholate units and pyrene groups at the chain ends was studied by fluorescence spectroscopy. In contrast to the parent cholate hexamer that folded in all micelles investigated, the folding of the clicked hexamer was highly dependent on the type of surfactant used to solubilize the compound. The clicked oligocholate folded in the Brij 35 micelle, possibly due to the latter’s small size and strong internal hydrophobicity. The oligocholate formed intermolecular aggregates in SDS solutions below the CMC of the surfactant. The aggregates were dissociated by the SDS micelles but the individual oligocholate stayed unfolded. In Triton X-100 and sodium cholate solutions, the aggregated, unfolded, and folded oligocholates coexisted and gradual unfolding occurred with an increasing concentration of the surfactant. The conformation of the clicked oligocholate was sensitive to the nonideal mixing of ionic/nonionic micelles and to the unconventional aggregation of sodium cholate.

Comments

Reprinted (adapted) with permission from Journal of Organic Chemistry 77 (2012): 556, doi:10.1021/jo202156d. Copyright 2012 American Chemical Society.

Copyright Owner

American Chemical Society

Language

en

File Format

application/pdf

Included in

Chemistry Commons

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