120. One-Step Derivatization of Reducing Oligosaccharides for Rapid and Live-Cell Compatible Chelation-Assisted CuAAC Conjugation
     T. Machida, N. Winssinger
     ChemBioChem 2016, 17, 811-815

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.

DOI : 10.1002/cbic.201600003 

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