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

ABSTRACT: 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.

SUBMITTER: Garrido M

PROVIDER: S-EPMC3375375 | biostudies-literature | 2012 Jul

REPOSITORIES: biostudies-literature

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

Garrido María M Abad José Luis JL Alonso Alicia A Goñi Félix M FM Delgado Antonio A Montes L-Ruth LR

Journal of chemical biology 20120418 3

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 ap ...[more]

PMID: 23596500

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