Lipid Recognition and Sensing Via Fluorescent Molecular Tubes
Open Access
Author:
Avetta, Jr., Christopher T
Graduate Program:
Chemistry
Degree:
Doctor of Philosophy
Document Type:
Dissertation
Date of Defense:
March 26, 2008
Committee Members:
Scott Trent Feldman, Committee Chair/Co-Chair Timmothy E Glass, Committee Member Carsten Krebs, Committee Member Joseph M Bollinger Jr., Committee Member Thomas Nelson Jackson, Committee Member
Keywords:
molecular tube chemical sensor molecular recognition lipid
Abstract:
The design, synthesis and binding characteristic of a novel class of molecular
receptors are described. Naphthalene subunits were adjoined to construct molecular
tubes with defined cavities. These receptors exhibited a fluorescent response to titration
with acyl lipid guests. One of the tubes exhibited shape selective recognition of straight
chain lipid guests against lipids with branching or unsaturation. Analysis of the
characteristics of these receptors enabled design revisions for the preparation of a second
generation series of tubes which resulted in improved binding characteristics and
fluorescent response.