Topic
Pyranose
About: Pyranose is a research topic. Over the lifetime, 1619 publications have been published within this topic receiving 35348 citations. The topic is also known as: pyranoses & hexopyranose.
Papers published on a yearly basis
Papers
More filters
TL;DR: In this paper, the course of oxidation reactions of three methyl pentopyranosides and five methyl hexopyranoides with periodate was studied by simultaneous determination of the conjugated aldehydes in the products.
7 citations
TL;DR: Geometry optimizations at the B3LYP level of density functional theory are reported for the (1)C4 and (4)C1 conformations of four theoretically possible alpha and beta methyl 3-amino-2,3,6-trideoxy-L-hexopyranosides.
Abstract: Geometry optimizations at the B3LYP level of density functional theory are reported for the (1)C4 and (4)C1 conformations of four theoretically possible alpha and beta methyl 3-amino-2,3,6-trideoxy-L-hexopyranosides. The Gibbs free energies, relative Gibbs free energies, and geometry parameters are presented for all the optimized structures. Conformational analysis of the pyranose ring is performed for each stereoisomer on the basis of calculated rotamer populations. It is demonstrated that the alpha/beta-L-arabino, alpha/beta-L-lyxo, and alpha-L-ribo stereoisomers adopt the (1)C4 conformation, whereas beta-L-ribo and alpha/beta-L-xylo stereoisomers remain in (1)C4 (4)C1 conformational equilibrium. The preference of the alpha over the beta anomers is due to the endo-anomeric effect. The factors affecting the stability of pyranose ring conformations are discussed, as is the influence of hydrogen bonds on the orientation of the hydroxyl and amino groups. Figures of the most stable conformers are presented.
7 citations
TL;DR: In this article, the geometry and energy profiles of the mutarotation pathway present in the equilibrium of 6-deoxy-β- l -mannopyranosyl 2,4-dinitrophenylhydrazine (1a), 6deoxy l-mannose 2, 4-triacetyl derivatives (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 20, 21, 22, 23, 24, 27, 28, 30,
7 citations
TL;DR: In this paper, a mild and general procedure for the synthesis of α-thioglycosides from glycopyranoses is described, which involves the treatment of pyranose reductive sugar with sodium hydride, carbon disulfide, and p-nitrobenzoyl chloride.
7 citations
TL;DR: In this article, the structure of condensation products of 2-hydroxy- and 2-sulfanylbenzohydrazides with a series of aldoses was studied by 1H and 13C NMR spectroscopy.
Abstract: The structure of the condensation products of 2-hydroxy- and 2-sulfanylbenzohydrazides with a series of aldoses (L-arabinose, D-ribose, L-ramnose, D-galactose, D-glucose, D-mannose) was studied by 1H and 13C NMR spectroscopy. The condensation products of monosaccharides with 2-hydroxybenzohydrazide in DMSO-d6 solution exist as equilibrium mixtures of linear hydrazone and cyclic pyranose and furanose forms, the cyclic tautomers being represented by two stereoisomers (α- and β-anomers). The aldose condensation products with 2-sulfanylbenzohydrazide in the crystalline state have cyclic 1,3,4-benzothiadiazepine structure, while in DMSO-d6 solution they undergo complete or partial isomerization into cyclic pyranose tautomer.
7 citations