Bioorthogonal Reactions for Labeling Glycoconjugates

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 bio...

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Bibliographic Details
Published inClick Chemistry in Glycoscience pp. 211 - 233
Main Authors Friscourt, Frédéric, Boons, Geert‐Jan
Format Book Chapter
LanguageEnglish
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
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Summary: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.
ISBN:9781118275337
1118275330
DOI:10.1002/9781118526996.ch8