77224-08-9

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General Description

2-amino-2-deoxy-β-D-glucopyranosyl-(1->4)-2-amino-2-deoxy-β-D-glucopyranose is a chemical compound consisting of two amino groups and two glucose molecules connected in a specific arrangement. It is a type of disaccharide formed by the linkage of two glucose units via a 1->4 glycosidic bond. 2-amino-2-deoxy-β-D-glucopyranosyl-(1->4)-2-amino-2-deoxy-β-D-glucopyranose is often found in naturally occurring polysaccharides such as chitin, a major component of the exoskeletons of crustaceans and insects, as well as in the cell walls of fungi. It is also used in the synthesis of various pharmaceuticals and biologically active compounds due to its unique structure and properties.

Downstream Products

• 7531-49-9 2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-α-D-glucopyranosyl chloride 

Relevant academic research and scientific papers

Preparation and characterisation of oligosaccharides produced by nitrous acid depolymerisation of chitosans

Two chitosans with widely different chemical composition (fraction of N-acetylated units (FA) A = 0.59), were degraded by nitrous acid, to obtain the reactive 2,5-anhydro-D-mannose- (M-) unit at the new reducing end. The

A convenient access to β-(1 -> 4)-linked 2-amino-2-deoxy-D-glucopyranosyl fluoride oligosaccharides and β-(1 ->4)-linked 2-amino-2-deoxy-D-glucopyranosyl oligosaccharides by fluorolysis and fluorohydrolysis of chitosan

β-(1 -> 4)-Linked 2-amino-2-deoxy-D-glucopyranosyl oligosaccharides, in the form of their α-glucopyranosyl fluorides at the reducing end, were obtained by fluorolysis of chitosan in anhydrous hydrogen fluoride at room temperature.The average dp depended on the reaction time and was conveniently monitored by 13C NMR spectroscopy, using the signal ratios for β-(1 -> 4) bonded C-1 at ca. 98.5 ppm and the C-1 doublet for the terminal glycosyl fluoride moiety at ca. 104 ppm.Preparative fractionation of dp 2-11 glycosyl fluoride oligosaccharides, obtained after 18 h of fluorolysis, was achieved by gel-permeation chromatography on Bio-Gel P-4 with equeous acetic acid-ammonium acetate as eluent.Hydrolysis of the anomeric fluoride, with either aqueous perchloric acid, or by a sequence involving formation of the C-2 N-trifluoroacetate and subsequent simultaneous hydrolysis of the glycosyl fluoride and the amide substituent with aqueous methanol, yielded the free β-(1 -> 4)-linked 2-amino-2-deoxy-D-glucopyranosyl oligosaccharides which were separated, for dp 2-11, by the same gel-exclusion technique.Both oligosaccharide series, either free or in the form of their α-glycopyranosyl fluorides, were fully characterized.Key words: Chitin; Hydrolysis; β-(1 -> 4)-2-Amino-2-deoxy-D-glucopyranosyl oligosaccharides; Hydrogen fluoride