Chemoselective Reactions for the Synthesis of Glycoconjugates from Unprotected Carbohydrates

Klaus Villadsen; Manuel Cristo Martos Maldonado; Knud Jørgen Jensen; Mikkel Boas Thygesen

doi:10.1002/cbic.201600582

Chemoselective Reactions for the Synthesis of Glycoconjugates from Unprotected Carbohydrates

Klaus Villadsen, Manuel Cristo Martos Maldonado, Knud Jørgen Jensen^*, Mikkel Boas Thygesen

^*Corresponding author af dette arbejde

Kemisk Institut

42 Citationer (Scopus)

Abstract

Glycobiology is the comprehensive biological investigation of carbohydrates. The study of the role and function of complex carbohydrates often requires the attachment of carbohydrates to surfaces, their tagging with fluorophores, or their conversion into natural or non-natural glycoconjugates, such as glycopeptides or glycolipids. Glycobiology and its “omics”, glycomics, require easy and robust chemical methods for the construction of these glycoconjugates. This review gives an overview of the rapidly expanding field of chemical reactions that selectively convert unprotected carbohydrates into glycoconjugates through the anomeric position. The discussion is divided in terms of the anomeric bond type of the newly formed glycoconjugates, including O-, N-, S-, and C-glycosides

Originalsprog	Engelsk
Tidsskrift	ChemBioChem
Vol/bind	18
Udgave nummer	7
Sider (fra-til)	574-612
Antal sider	39
ISSN	1439-4227
DOI	https://doi.org/10.1002/cbic.201600582
Status	Udgivet - 2017

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10.1002/cbic.201600582

Citationsformater

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keywords = "carbohydrate–protein interactions, glycan tagging, glycobiology, glycoconjugates, glycoproteins",

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AU - Villadsen, Klaus

AU - Martos Maldonado, Manuel Cristo

AU - Jensen, Knud Jørgen

AU - Thygesen, Mikkel Boas

PY - 2017

Y1 - 2017

N2 - Glycobiology is the comprehensive biological investigation of carbohydrates. The study of the role and function of complex carbohydrates often requires the attachment of carbohydrates to surfaces, their tagging with fluorophores, or their conversion into natural or non-natural glycoconjugates, such as glycopeptides or glycolipids. Glycobiology and its “omics”, glycomics, require easy and robust chemical methods for the construction of these glycoconjugates. This review gives an overview of the rapidly expanding field of chemical reactions that selectively convert unprotected carbohydrates into glycoconjugates through the anomeric position. The discussion is divided in terms of the anomeric bond type of the newly formed glycoconjugates, including O-, N-, S-, and C-glycosides.

AB - Glycobiology is the comprehensive biological investigation of carbohydrates. The study of the role and function of complex carbohydrates often requires the attachment of carbohydrates to surfaces, their tagging with fluorophores, or their conversion into natural or non-natural glycoconjugates, such as glycopeptides or glycolipids. Glycobiology and its “omics”, glycomics, require easy and robust chemical methods for the construction of these glycoconjugates. This review gives an overview of the rapidly expanding field of chemical reactions that selectively convert unprotected carbohydrates into glycoconjugates through the anomeric position. The discussion is divided in terms of the anomeric bond type of the newly formed glycoconjugates, including O-, N-, S-, and C-glycosides.

KW - carbohydrate–protein interactions

KW - glycan tagging

KW - glycobiology

KW - glycoconjugates

KW - glycoproteins

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DO - 10.1002/cbic.201600582

M3 - Review

C2 - 28067438

AN - SCOPUS:85014036661

SN - 1439-4227

VL - 18

SP - 574

EP - 612

JO - ChemBioChem

JF - ChemBioChem

IS - 7

ER -

Chemoselective Reactions for the Synthesis of Glycoconjugates from Unprotected Carbohydrates

Abstract

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