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Synlett 2001; 2001(5): 0682-0684
DOI: 10.1055/s-2001-13363
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Synthesis and Testing of a Novel Fluorescence Label for Carbonyls in Carbohydrates and Cellulosics

Jürgen Röhrling* , Antje Potthast, Thomas Rosenau, Thomas Lange, Andrea Borgards, Herbert Sixta, Paul Kosma
  • *Christian-Doppler-Laboratory, University of Agricultural Sciences, Vienna, Muthgasse 18, A 1190 Vienna, Austria; Fax + 43 1 36006 6059; E-mail: pkosma@edv2.boku.ac.at
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Publication Date:
31 December 2001 (online)

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A carbonyl-selective fluorescence label 5 for the detection of oxidized groups has been synthesized by an expeditious three-step sequence. The fluorophore carbazole and the reactive aminoxy group, which binds to carbonyls as an oxime, were tethered by a diethylene glycol spacer. The label allows detection of minute amounts of oxidized functionalities in oligosaccharides and cellulosics under the relatively harsh conditions of GPC separation, without fluorescence interference with light scattering (MALLS) detection. Synthetic keto sugars have been used to optimize the derivatization reaction.

carbohydrates - keto sugars - fluorescence labeling

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