Campus Units

Chemistry

Document Type

Article

Publication Version

Published Version

Publication Date

2009

Journal or Book Title

Journal of Organic Chemistry

Volume

74

Issue

2

First Page

834

Last Page

843

DOI

10.1021/jo802201b

Abstract

Extended oligocholates with 4-aminobutyroyl groups in between the cholate units were labeled with a naphthyl and a dansyl at the chain ends. Fluorescence resonance energy transfer (FRET) from the naphthyl to the dansyl was observed in 2:1 hexane/ethyl acetate (EA) containing a few percent of methanol. An increase of methanol in the solvent caused unfolding of the extended oligocholates, diminishing the energy-transfer efficiency. The 4-aminobutyroyl spacers strongly influenced the conformation of the oligocholates. Whereas the parent oligocholates (with no spacing groups in between the cholates) require at least five cholate groups to fold cooperatively, the 4-aminobutyroyl-spaced oligocholates could do so in more competitive solvents with as few as three or four cholates.

Comments

Reprinted (adapted) with permission from Journal of Organic Chemistry 74 (2009): 834, doi:10.1021/jo802201b. Copyright 2009 American Chemical Society.

Copyright Owner

American Chemical Society

Language

en

File Format

application/pdf

Included in

Chemistry Commons

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