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- W2591652092 abstract "Cells, both eukaryotic and prokaryotic, are covered with complex and diverse glycoconjugates that dictate interactions with the environment. In addition, intracellular glycoconjugates play key roles in intracellular signaling. Methods to selectively label, image, and purify glycoconjugates are critical to understanding their biological functions. The challenge of specifically tagging glycoconjugates is compounded by the fact that these biopolymers are not primary gene products, and therefore not amenable to genetic tagging. Thus, methods to chemoselectively address specific glycoconjugates are essential tools for studying glycoconjugate localization and behavior. This chapter begins with a brief introduction to the diversity of eukaryotic glycosylation. This is followed by discussion of chemoselective and chemoenzymatic labeling reactions that take advantage of the endogenous reactivity of native carbohydrate structures to achieve selective labeling of specific glycoconjugate classes. Next, we describe the use of metabolic oligosaccharide engineering using unnatural sugar precursors to introduce non-native functionalities that can be used for chemoselective labeling reactions, thereby achieving selective labeling of eukaryotic glycoconjugates. We also discuss how mutually orthogonal bioorthogonal reactions can be used in a combinatorial fashion to label distinct glycoconjugates. While the majority of the chapter focuses on eukaryotic glycoconjugates, the final section highlights examples of the application of chemoselective labeling reactions to bacterial glycoconjugates, an exciting emerging area of research. These examples demonstrate that chemoselective labeling reactions are an enabling technology that is facilitating multiple aspects of glycoscience research." @default.
- W2591652092 created "2017-03-16" @default.
- W2591652092 creator A5025113653 @default.
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- W2591652092 date "2017-03-03" @default.
- W2591652092 modified "2023-10-17" @default.
- W2591652092 title "Chemoselective Reactions for Glycan Labeling" @default.
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- W2591652092 doi "https://doi.org/10.1002/9783527683451.ch12" @default.
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