Conformation of Oligocholate Foldamers with 4-Aminobutyroyl Spacers
Date
Authors
Major Professor
Advisor
Committee Member
Journal Title
Journal ISSN
Volume Title
Publisher
Authors
Research Projects
Organizational Units
Journal Issue
Is Version Of
Versions
Series
Department
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.