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Scientific article
English

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

Published inChemBioChem, vol. 17, no. 9, p. 811-815
Publication date2016
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
  • Bioconjugation
  • Carbohydrates
  • Click chemistry
  • CuAAC
  • Glycoconjugates
Research group
Citation (ISO format)
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. doi: 10.1002/cbic.201600003
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Article (Published version)
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ISSN of the journal1439-4227
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Technical informations

Creation05/04/2016 4:59:00 PM
First validation05/04/2016 4:59:00 PM
Update time03/15/2023 12:19:26 AM
Status update03/15/2023 12:19:26 AM
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