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.
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TL;DR: The overall conformation of all the polysaccharides is shown to be similar, regardless of substitution pattern, and the conformational equilibrium of the pyranose ring of iduronic acid residues in the poly Saccharides has been monitored by the use of 13C NMR chemical shift temperature coefficients and shown to been similar for all the modified heparins with the exception of N-desulphated re-N-acetylated heparin.
96 citations
TL;DR: This chapter discusses the structural analysis of complex carbohydrates using high-performance liquid Chromatography, gas chromatography, and mass spectrometry to identify the identity, points of attachment, and stereochemistry of any noncarbohydrate moieties.
Abstract: Publisher Summary This chapter discusses the structural analysis of complex carbohydrates using high-performance liquid chromatography, gas chromatography, and mass spectrometry. The primary structure of a complex carbohydrate is known only when all of the following characteristics have been elucidated: (1) the glycosyl residue composition—that is, the identity and the ratio of the monosaccharides that are glycosidically linked to each other within the complex carbohydrate, (2) the absolute configuration, D or L, of each glycosyl residue, (3) the glycosyl linkage composition—that is, the carbon atoms of each glycosyl residue to which other glycosyl residues are glycosidically linked, (4) the ring form, pyranose or furanose, of each glycosyl residue, (5) the sequence of the glycosyl residues, (3) the anomeric configuration of the glycosidic linkage of each glycosyl residue, and (7) the identity, points of attachment, and stereochemistry, if appropriate, of any noncarbohydrate moieties.
94 citations
TL;DR: An ab initio quantum chemistry study of CH/π interactions between β-galactosidase from E. coli and its substrates and products gives a rationale for allolactose formation and illustrates the role of the Trp999 residue.
93 citations
TL;DR: Structural and practical constraints rationalize the successful reaction of the monosaccharides ribose, xylose, lyxose, talose, psicose, fructose, sorbose, and tagatose and the disaccharide lactulose, maltulOSE, and palatinose.
Abstract: Certain sugars react readily with basic silicic acid to form soluble 2/1 (sugar/silicic acid) silicate complexes. Failure of monohydroxy compounds to give soluble products under these conditions indicates that the sugar silicates are chelates: five-membered diolato rings. Only furanose forms react. Pyranose sugars are stable under these conditions. Because all glycosides fail to react with silicic acid under these conditions, reaction appears to involve the anomeric position (C1 in aldoses, C2 in ketoses), which has a more acidic hydroxy group. Reaction is completed only when the anomeric hydroxy group is cis to an adjacent hydroxy group. The appropriate furanose form must have sufficient natural abundance and solubility to provide an observable product, as measured by 29Si and 13C NMR spectroscopy. These structural and practical constraints rationalize the successful reaction of the monosaccharides ribose, xylose, lyxose, talose, psicose, fructose, sorbose, and tagatose and the disaccharides lactulose, ...
91 citations
TL;DR: In this paper, the Montmorillonite K-10 was shown to be an efficient catalyst for the per-O-acetylation of several mono-, di-and trisaccharides.
90 citations