Molecular tubes for lipid sensing: tube conformations control analyte selectivity and fluorescent response

J Org Chem. 2012 Jan 20;77(2):851-7. doi: 10.1021/jo201791a. Epub 2012 Jan 10.

Abstract

Two fluorescent sensors for lipids have been prepared and tested for detection of a number of hydrophobic compounds of varying shape and size. The data suggest that the two sensors have a different mode of fluorescent response. Yet, the two sensors are only different in the bridging group--one having a flexible amide and one having a rigid allyl bridge. The fluorescence data are explained based on a difference in conformation of the two sensors in aqueous solution.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Amides / chemistry
  • Fluorescence
  • Fluorescent Dyes / chemistry
  • Isomerism
  • Lipids / analysis*
  • Magnetic Resonance Spectroscopy
  • Molecular Probes*
  • Molecular Structure
  • Solutions / chemistry

Substances

  • Amides
  • Fluorescent Dyes
  • Lipids
  • Molecular Probes
  • Solutions