Bioorthogonal Reactions for Labeling Glycoconjugates

• Published in: Click Chemistry in Glycoscience pp. 211 - 233
• Main Authors: Friscourt, Frédéric, Boons, Geert‐Jan
• Format: Book Chapter
• Language: English
• Published: Hoboken, NJ, USA John Wiley & Sons, Inc 18.03.2013
• Subjects: bio‐orthogonal; click chemistry; cyclo‐octyne; diazirine; Metabolic oligosaccharide engineering; oxime ligation; Staudinger ligation
• DOI: 10.1002/9781118526996.ch8
• ISBN: 9781118275337; 1118275330

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.