Bioorthogonal reactions for labeling glycoconjugates

Frédéric Friscourt*, Geert Jan Boons

*Corresponding author for this work

Research output: Chapter in Book/Report/Conference proceedingChapterAcademicpeer-review

Abstract

Metabolic oligosaccharide engineering combined with bio-orthogonal chemistry is proving unique opportunities to detect, image, and isolate glycoconjugates of living cells, tissues, and model organisms. In this approach, exogenously supplied non-natural sugars are fed to cells and employed by the biosynthetic machinery for the biosynthesis of neoglycoconjugates. In this way, reactive functional groups such as ketones, azides, and thiols can be incorporated into sialic acid, galactosamine, glucosamine, and fucose moieties of glycoconjugates. A range of bio-orthogonal reactions has been developed to functionalize the chemical "tags" for imaging, isolation, and drug delivery.

Original languageEnglish
Title of host publicationClick Chemistry in Glycoscience
Subtitle of host publicationNew Developments and Strategies
PublisherJohn Wiley and Sons Ltd
Pages211-233
Number of pages23
ISBN (Print)9781118275337
DOIs
Publication statusPublished - 6 Feb 2013
Externally publishedYes

Publication series

NameClick Chemistry in Glycoscience: New Developments and Strategies

Keywords

  • Bio-orthogonal
  • Click chemistry
  • Cyclo-octyne
  • Diazirine
  • Metabolic oligosaccharide engineering
  • Oxime ligation
  • Staudinger ligation

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