Jump to main content
Jump to site search

Issue 3, 2014
Previous Article Next Article

Photophysical behavior of a new cholesterol attached coumarin derivative and fluorescence spectroscopic studies on its interaction with bile salt systems and lipid bilayer membranes

Author affiliations

Abstract

A new fluorescent-cholesterol (Cum-Chl) molecule has been synthesized by attaching 3-acetyl-7-(diethylamino)-2H-chromen-2-one (Cum) to cholesterol via cholesterol bound β-keto ester. The β-keto ester was synthesized from the corresponding nitrile by applying the Blaise reaction. The molecule forms H-aggregates in solutions. The efficiency of aggregation is high in water. The H-aggregates are non-fluorescent in non-aqueous solvents but fluorescent in water. Aqueous bile salt media suppress the formation of H-aggregates, this effect being more pronounced for sodium deoxycholate (NaDC) which is more hydrophobic. With increasing bile salt concentration, the enhancement of monomeric fluorescence intensity of Cum-Chl generally follows the progressive miceller aggregation of bile salts. Incorporation of Cum-Chl into the dimyristoylphosphatidylcholine (DMPC) lipid bilayer membrane results in a significant enhancement of monomeric fluorescence intensity. The variation of fluorescence intensity is also sensitive to the thermotropic phase transition of the bilayer. It is seen that in such aqueous micro- and nanoscale organized media like bile salts and lipid bilayer membranes the monomer-to-aggregate fluorescence intensity ratio reflects the state of organization of the medium.

Graphical abstract: Photophysical behavior of a new cholesterol attached coumarin derivative and fluorescence spectroscopic studies on its interaction with bile salt systems and lipid bilayer membranes

Back to tab navigation

Supplementary files

Publication details

The article was received on 13 Sep 2013, accepted on 06 Nov 2013 and first published on 11 Nov 2013


Article type: Paper
DOI: 10.1039/C3CP53895H
Citation: Phys. Chem. Chem. Phys., 2014,16, 1247-1256
  •   Request permissions

    Photophysical behavior of a new cholesterol attached coumarin derivative and fluorescence spectroscopic studies on its interaction with bile salt systems and lipid bilayer membranes

    H. S. P. Rao, A. Desai, I. Sarkar, M. Mohapatra and A. K. Mishra, Phys. Chem. Chem. Phys., 2014, 16, 1247
    DOI: 10.1039/C3CP53895H

Search articles by author

Spotlight

Advertisements