PMID: 19915650Nov 17, 2009Paper

BODIPY-labeled ganglioside probes for membrane and biological studies

Bioorganicheskaia khimiia
N M Gretskaia, Ilya Mikhalyov

Abstract

A series of new fluorescent ganglioside G(M1) derivatives bearing the residue of 4,4-difluoro-4-bora-3a,4a-diaza-s-indecene (BODIPY) either in the polar or nonpolar part of the molecule have been synthesized. Gangliosides G(M1) labeled with the residues of (4,4-difluoro-5-styryl-4-bora-3a,4a-diaza-s-indecenyl)-5-pentanoic (564/570-BODIPY-pentanoic) acid and (4,4-difluoro-5-butadienylphenyl-4-bora-3a,4a-diaza-s-indecenyl)-11-undecanoic (581/591-BODIPY-undecanoic) acid at the polar part of the molecule or with the residue of (4,4-difluoro-5-butadienylphenyl-4-bora-3a,4a-diaza-s-indecenyl)-5-pentanoic (581/591-BODIPY-pentaoic) acid at the nonpolar part of the molecule have been synthesized. The spectral characteristics of the resulting probes and their behavior in ganglioside G(M1) micelles and in sphingomyelin-cholesterol enriched bilayers containing BODIPY-FL-labeled gangliosides G(M1) have been studied. The localization of the probe in the ganglioside molecule has been demonstrated to affect the efficiency of energy transfer in the case of the corresponding donor-acceptor pairs.

References

Nov 1, 1991·Analytical Biochemistry·I D JohnsonR P Haugland
Jul 1, 1995·Acta Paediatrica·A LekmanL Svennerholm
Jul 15, 1997·Nucleic Acids Research·L G LeeJ M Cassel
Jul 21, 1998·Annals of the New York Academy of Sciences·R E Pagano, C S Chen
Jan 9, 1999·Glycoconjugate Journal·K O Lloyd, K Furukawa
Oct 27, 1999·Proceedings of the National Academy of Sciences of the United States of America·F BergströmL B Johansson
Feb 27, 2001·Biophysical Journal·C DietrichE Gratton
Aug 17, 2001·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·I MikhalyovL B Johansson
Jan 10, 2002·Journal of the American Chemical Society·Fredrik BergströmLennart B A Johansson
Mar 3, 2005·Journal of the American Chemical Society·Victoria YamazakiJay T Groves
Apr 25, 2007·Molecular Membrane Biology·Denys MarushchakLennart B-A Johansson

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