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One-Step Derivatization of Reducing Oligosaccharides for Rapid and Live-Cell Compatible Chelation-Assisted CuAAC Conjugation

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Published in ChemBioChem. 2016, vol. 17, no. 9, p. 811-815
Abstract We report a new reagent for the functionalization of unprotected oligosaccharides with a picolyl azide group at the anomeric position for chelation-assisted copper-catalyzed alkyne–azide cycloaddition (CuAAC) glycoconjugation. We show that oligosaccharides functionalized with this moiety react with an apparent second-order rate constant of 193 m−1 s−1 and can be used to functionalize biomolecules bearing alkyne moieties introduced through metabolic labeling, including in live cells.
Keywords BioconjugationCarbohydratesClick chemistryCuAACGlycoconjugates
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Other version: http://doi.wiley.com/10.1002/cbic.201600003
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Research group Groupe Winssinger
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MACHIDA, Takuya, WINSSINGER, Nicolas. One-Step Derivatization of Reducing Oligosaccharides for Rapid and Live-Cell Compatible Chelation-Assisted CuAAC Conjugation. In: ChemBioChem, 2016, vol. 17, n° 9, p. 811-815. https://archive-ouverte.unige.ch/unige:83536

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Deposited on : 2016-05-09

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