Publication

Monosaccharide and disaccharide mimics: New molecular tools for biology and medicine

Pierre Vogel
2001
Journal Articles

Abstract

Intercellular communication is governed by interactions between surface oligosaccharides and glycoproteins. The biosynthesis of these molecules involves glycosidations catalyzed by glycosyltransferases and hydrolysis of O-glycosyl linkages catalyzed by glycosidases. Monosaccharide and disaccharide mimics such as carbasugars, iminosugars and C-linked disaccharides can be glycosidase or glycosyltransferase inhibitors. They are leads as new drugs to treat infective diseases and cancer. The preparation of a conduramine, a pentahydroxyindolizidine, and two C-linked disaccharides are outlined.

Official source

https://infoscience.epfl.ch/entities/publication/5a8e34d5-ccd8-46b1-ab78-8e02ac59df32

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Pierre Vogel
2001
Journal Articles

Abstract

Official source

https://infoscience.epfl.ch/entities/publication/5a8e34d5-ccd8-46b1-ab78-8e02ac59df32

About this result

Related concepts (22)

Glycosyltransferase

Glycosyltransferases (GTFs, Gtfs) are enzymes (EC 2.4) that establish natural glycosidic linkages. They catalyze the transfer of saccharide moieties from an activated nucleotide sugar (also known as the "glycosyl donor") to a nucleophilic glycosyl acceptor molecule, the nucleophile of which can be oxygen- carbon-, nitrogen-, or sulfur-based. The result of glycosyl transfer can be a carbohydrate, glycoside, oligosaccharide, or a polysaccharide. Some glycosyltransferases catalyse transfer to inorganic phosphate or water.

Glycosidic bond

A glycosidic bond or glycosidic linkage is a type of ether bond that joins a carbohydrate (sugar) molecule to another group, which may or may not be another carbohydrate. A glycosidic bond is formed between the hemiacetal or hemiketal group of a saccharide (or a molecule derived from a saccharide) and the hydroxyl group of some compound such as an alcohol. A substance containing a glycosidic bond is a glycoside.

Oligosaccharide

An oligosaccharide (/ˌɑlɪgoʊˈsækəˌɹaɪd/; from the Greek ὀλίγος olígos, "a few", and σάκχαρ sácchar, "sugar") is a saccharide polymer containing a small number (typically three to ten) of monosaccharides (simple sugars). Oligosaccharides can have many functions including cell recognition and cell adhesion. They are normally present as glycans: oligosaccharide chains are linked to lipids or to compatible amino acid side chains in proteins, by N- or O-glycosidic bonds.