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Current Organic Synthesis

Editor-in-Chief

ISSN (Print): 1570-1794
ISSN (Online): 1875-6271

Recent Carbohydrate-Based Chemoselective Ligation Applications

Author(s): Joseph M. Langenhan and Jon S. Thorson

Volume 2, Issue 1, 2005

Page: [59 - 81] Pages: 23

DOI: 10.2174/1570179052996937

Price: $65

Abstract

Chemoselective ligation reactions are highly efficient and specific covalent bond forming reactions capable of proceeding within a physiological environment. Chemoselective ligations offer exquisite specificity, similar to enzymatic reactions, but with the significant advantage of accessing a much broader range of coupling partners. Thus, even among a multitude of reactive functional groups, two ligation partners exclusively react with one another. While chemoselective ligation has been used in many applications, the focus of this review is the application of chemoselective ligation reactions toward carbohydrate-based structures. More specifically, recent applications are presented in areas such as immobilized carbohydrate arrays, cell-surface engineering, glycoproteins / peptides, and glycosylated natural products.

Keywords: oligosaccharides, chemoselective ligation, diels-alder reactions, cycloadditions

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