O-alpha-D-Mannopyranosyl-(1----6)-O-beta-D-mannopyranosyl-(1----4)-O-(2- acetamido-2-deoxy-beta-D-glucopyranosyl)-(1----4)-2-acetamido-2-deoxy- D-glucopyranose was isolated from bovine or ovine mannosidosis urine. After peracetylation, treatment with trimethylsilyl trifluoromethanesulfonate gave a h
The crystal and molecular structure of O-α-D-mannopyranosyl-(1→3)-O-β-D-mannopyranosyl-(1→4)-2-acetamido-2-deoxy-α-D-glucopyranose
✍ Scribed by Vincent Warin; Frano̧cois Baert; René Fouret; Gérard Strecker; Geneviève Spik; Bernard Fournet; Jean Montreuil
- Publisher
- Elsevier Science
- Year
- 1979
- Tongue
- English
- Weight
- 664 KB
- Volume
- 76
- Category
- Article
- ISSN
- 0008-6215
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✦ Synopsis
The crystal structure of a-D-Manp-(1 +3)-/?-D-Manp-( 1-+4)-a-D-GlcNAcp has been determined by the direct method using the multi-solution, tangentzformula, and "magic integer" procedures. The space group is P2,, and 2 molecules are in the unit cell with c1 = 9.894 ( 5), b = 10.372 (6), c = 11.816 (6) A, and p = 95.03" (6). The structure was refined to R 0.059 for 2099 reflections measured with MO Ka radiation. Difference synthesis showed all the hydrogen atoms, and indicated a partial (= 30 %) substitution of the a-anomer molecules by the /3-anomer molecules. The D-mannopyranose and the D-glucopyranose have the normal 4CI conformation; an intramolecular hydrogen-bond 0-3"-H .. _ . _ O-5' (2.703 A) stabilises the GlcNAc in relation to /?-D-mannopyranose.
📜 SIMILAR VOLUMES
Treatment of benzyl 2-acetamido-2-deoxy-alpha-D-galactopyranoside with 4-methoxybenzaldehyde dimethyl acetal in N,N-dimethylformamide in the presence of 4-toluenesulfonic acid afforded the 4,6-O-(4-methoxybenzylidene) acetal, which was glycosylated with 2,3,4,6-tetra-O-acetyl-alpha-D-galactopyranosy
The trisaccharide a-D-Manp-( l-+2)-a-D-Manp-(l-+2)-D-Man was synthesised by using a stepwise method. A key reaction in the preparation of the intermediates was the selective hydrogenolysis of mannopyranoside derivatives having both dioxane-and dioxolane-type benzylidene acetals, resulting in the exc
Condensation of benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-a-D-galactopyranoside with 2,3,4-tri-o-acetyl-a-D-fucopyranosyl bromide in 1: 1 nitromethane-benzene, in the presence of powdered mercuric cyanide, afforded benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-0-(2,3,4-tri-O-acetyl-P-D-fucopyran