Issue 8, 2006

Chlorinp6 as a fluorescent probe for the investigation of surfactant–cyclodextrin interactions

Abstract

Cyclodextrins (CD) are often proposed as potential vehicles in targeted drug delivery. However, if the membrane structure is disrupted by CD, then it cannot be considered to be a good drug delivery vehicle. When an extrinsic fluorescence probe is used to monitor such interactions, there are no less than three possible equilibria that can operate simultaneously: surfactantcyclodextrin, surfactant–fluorophore and cyclodextrin–fluorophore. The fluorescence intensity/lifetime might be affected by all these and so, the results depend strongly on the fluorophore used as well as the nature of the surfactant. This aspect highlights the importance of the suitability of the fluorescence probe to be used to study complicated systems and interaction. In the present work, chlorin p6, prepared from chlorophyll from spinach leaves, has been used as the fluorescence probe to investigate the interaction between α-CD and β-CD with the neutral surfactants Triton X 100 (TX 100) and cetyl trimethyl ammonium bromide (CTAB). The fluorophore is found to be a sensitive one for the study of the interaction of α, β and γ-CD with the surfactants TX 100 and CTAB. It is found that contrary to earlier reports, a complex between α-CD and TX 100 is formed, even though the binding constant is not very high. This observation can be obtained with chlorin p6, which does not bind to the CDs, but not with a fluorophore, which binds to the CD as well and thus complicates the situation as the binding with CD is stronger than that between TX 100 and α-CD as compared to that between TNS and CD.

Graphical abstract: Chlorin p6 as a fluorescent probe for the investigation of surfactant–cyclodextrin interactions

Article information

Article type
Paper
Submitted
25 Jan 2006
Accepted
19 May 2006
First published
02 Jun 2006

Photochem. Photobiol. Sci., 2006,5, 741-747

Chlorin p6 as a fluorescent probe for the investigation of surfactantcyclodextrin interactions

P. P. Mishra, R. Adhikary, P. Lahiri and A. Datta, Photochem. Photobiol. Sci., 2006, 5, 741 DOI: 10.1039/B601172A

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