2- amino-2-deoxy-a-D-glucopyranosyl

CN 0-2-amino-2-deoxy-a-D-glucopyranosyl-(l—>4)-0-[0-2,6-diamino-2,6-dideoxy-p-l-idopyranosyl(l->3)-... 

Trehalosamine, 2-amino-2-deoxy-a-D-glucopyranosyl a-D-glucopy-ranoside (343), is an antibiotic produced by Streptomyces tavendulae. Four related compounds, the 3-amino-3-deoxy and 4-amino-4-deoxy isomers," ... 

The availability of optical rotatory data for disaccharides 6, 7, and 8 [the last being the more abundant of the two disaccharides isolated from a hydrolyzate ofheparin with 0.5 MHCl for 20 h at 80°, and characterized as 0-(2-amino-2-deoxy-a-D-glucopyranosyl)-(l — 4)-L-idopyranuronic acid130], and of the corresponding disaccharides containing D-glucuronic... 

Paromomycin From a chemical point of view, paromomycin, 0-2-amino-2-deoxy-a-D-glucopyranosyl(l->4)-0-[0-2,6-diamino-2,6-dideoxy-j3-L-idopyranoxyl-(1 3)-j3-D-ribofuranosyl-(1 5)]-2-deoxy-D-streptamine (32.4.5), differs from neomycin B only in the replacement of the 6-amino group in the glucopyranosyl region of the molecule with a hydroxyl group, and it is isolated from a culture fluid of the actinomycete S. rimosus [256-258]. 

For the synthesis of the a-phosphate, 3,6-tri-0-acetyl-2-amino-2-deoxy-a-D-glucopyranosyl bromide hydrobromide (22) was condensed, according to Maley et al. 

In the first case, typical reactions are the formation of the methyl fi-D-glucoside from a-D-glucopyranosyl fluoride and of its 2-amino-2-deoxy derivative from 2-amino-2-deoxy-a-D-glucopyranosyl fluoride, on treatment with sodium methoxide in methanol. The products from the reaction of aqueous bases with the glycosyl fluorides depend on the concentration of alkali. At low concentrations, the normal hydrolysis products are formed. At higher concentrations of base, if the proper (trans) steric relation exists between C-6 and the fluorine atom at C-1, anhydro compounds are formed, as in (21) from (20). 

Heparan sulfate consists of the repeating disaccharide /3-D-glucopyranosyluronic acid-(1 4)-iV-sulfato-2-amino-2-deoxy-a-D-glucopyranosyl linked (1 4). This polysaccharide is linked to a core protein to give a proteoglycan that is found as a matrix component of arterial wall, lung, heart, liver, and skin [93]. 

Methyl 2-Deoxy-2-sulfoamino-j8-D-glucopyranoside Trisulfate and the Preparation of Tri-0-acetyl-2-amino-2-deoxy-a-D-glucopyranosyl Bromide, M. L. Wolfrom and T. M. Shen Han, . Org. Chem., 26, 2145-2146 (1961). 

Considerable attention has been given to amino-sugar disaccharides. The 2-azido-2-deoxyglycosyl chloride procedure has been applied to obtain 2-amino-2-deoxy-a-D-glucopyranosyl a-D-glucopyranoside (trehalosamine)/ and the 2-deoxy-2-phthalamidoglycosyl bromide method to produce 6-0-(2-acetamido-... 

New preparative syntheses of 6-0-(2-amino-2-deoxy-a-D-glucopyranosyl)-D-chiro-inositol 1-phosphate and a 1,2-cyclic phosphate derivative have been reported. Differential protection was achieved by initially locking the four equatorial hydroxyls of D-c/iiro-inositol as cyclic Tipds ethers and then generating a ci5-epoxide from the two remaining trans-diaxial hydroxyls under Mitsunobu conditions. Lewis acid catalysed trans-diaxial opening with allyl alcohol allowed for selective protection at 0-1 and 0-6. ... 

Amino-6-0-(2-ammo-2-deoxy-a-D-ghico-pyranosyl) -D-glucose. 2-Amino-2-deoxy-a-D-glucopyranosyl-(I ->6)-2-amino-2-deoxy-D-glucopyranose. 6-a-D-Ghicosami-nyl-D-glucosamine... 

Ainino-2-deoxy-a-i>-gluco- A-255 pyranosyl-(l -+4)-p-D-glucopyranosy-luronic acid-(l ->4)-2-amino-2-deoxy-a-D-glucopyranosyl-(l 4)-a-L-ido-pyranosyluronic acid-(l 4)-2-amino-2-deoxy-D-glucopyranose... 

O -(2-Amino-2-deoxy- p-D-glucopyranosyl)-D-glucose, A-251 2-Amino-2-deoxy-a-D-glucopyranosyl-l-0-D-m o-inositol, A-730 2-Amino-2-deoxy-p-D-glucopyranosyl-(l 2)-a-D-mannopyranosyl-(l 3)-D-mannose, A-258... 

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