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
  • 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.