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Sphingolipid ceramide N\u2010deacylase (SCDase) is used to remove the fatty acid from the ceramide moiety, after which a fluorocarbon\u2010rich substituent (F\u2010Tag) is incorporated at the free amine of the sphingoid. In initial trials, a neutral GSL, globotriaosylceramide (Gb<jats:sub>3<\/jats:sub>Cer), three purified bovine brain gangliosides, and four fungal glycosylinositol phosphorylceramides (GIPCs) were de\u2010N\u2010acylated, derivatized by prototype F\u2010Tags, and recovered by solid phase extraction on fluorocarbon\u2010derivatized silica (F\u2010SPE). The efficacy of SCDase treatment of GIPCs was here demonstrated for the first time. Compatibility with subsequent per\u2010N,O\u2010methylation was established for the F\u2010tagged Gb<jats:sub>3<\/jats:sub> Cer and purified gangliosides, and extensive mass spectra (MS<jats:sup>1<\/jats:sup> and MS<jats:sup>2<\/jats:sup>) consistent with all of the expected products were acquired. The potential use of F\u2010tagged derivatives for a comprehensive MS based profiling application was then demonstrated on a crude ganglioside mixture extracted from bovine brain. Finally, a simple trial in microarray format demonstrated fixation of F\u2010tagged G<jats:sub>M1<\/jats:sub> ganglioside to a fluorous glass surface, with the glycan intact and available for interaction with a fluorescent derivative of cholera toxin B chain. The methods described thus provide a new avenue for rapid GSL recovery or cleanup, potentially compatible with a variety of platforms for mass spectrometric profiling and structure analysis, as well as parallel analysis of functional interactions. 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