In situ synthesis of fluorescent membrane lipids (ceramides) using click chemistry.

J Chem Biol

Consejo Superior de Investigaciones Científicas (CSIC), Research Unit on Bioactive Molecules (RUBAM), Institut de Química Avançada de Catalunya (IQAC-CSIC), Jordi Girona 18-26, 08034 Barcelona, Spain.

Published: July 2012

Ceramide analogues containing azide groups either in the polar head or in the hydrocarbon chains are non-fluorescent. When incorporated into phospholipid bilayers, they can react in situ with a non-fluorescent 1,8-naphthalimide using click chemistry giving rise to fluorescent ceramide derivatives emitting at ≈440 nm. When incorporated into giant unilamellar vesicles, two-photon excitation at 760 nm allows visualization of the ceramide-containing bilayers. This kind of method may be of general applicability in the study of model and cell membranes.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3375375PMC
http://dx.doi.org/10.1007/s12154-012-0075-0DOI Listing

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