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 crystal structure of neocarrabiose monohydrate and the conformation of the pyranose rings in solution were not significantly different from those in the crystal, but the 3,6-anhydro bridge assumed a half-chair conformation.
27 citations
TL;DR: The biological profiles indicate that the hydroxymethyl branch is crucial to neither potency nor selectivity, with O‐alkylation demonstrated to produce exquisite selectivity extending beyond glycosidase inhibition, to immunosuppressant and antibacterial activities.
Abstract: 3,4,5-Trihydroxypiperidines belong to the family of 1,5-dideoxy-1,5-iminosugar natural products and are structural analogues of pentose monosaccharides in the pyranose form. The biological activities of these apparently structurally simple molecules and their N- and O-alkylated and -arylated derivatives are no less remarkable than their C-6 hydroxymethyl counterparts of the hexoses (such as 1-deoxynojirimycin, DNJ). Their biological profiles indicate that the hydroxymethyl branch is crucial to neither potency nor selectivity, with O-alkylation demonstrated to produce exquisite selectivity extending beyond glycosidase inhibition, to immunosuppressant and antibacterial activities.
26 citations
TL;DR: In this article, an attempt at Pauson-Khand cyclisation of exo-methylene carbohydrate enynic substrates is described, and a 3-Exo methylene derivative cyclises to give a normal Pausone-khand product, while cyclization of a 4-ExO methylene analog follows a previously unreported pathway to give fused bicycloheptene -pyranose tricyclic product.
26 citations
TL;DR: Ab initio calculations at the 4-21G level and MM3 were used to study the conformational energies and geometry of a sucrose analogue, tetrahydro-2-[(tetrahydRO-2-furanyl)oxy]-2H-pyran, and results suggest that some energies calculated by MM3 for the linkage between anomeric centers of a pyranose ring and a furanoseRing are too high.
26 citations
TL;DR: In this article, an ab initio molecular orbital calculations of 29Si NMR shifts and formation energies of silicate complexes with polyalcohols, sugar-acids, pyranose sugars, amino acids and multicarboxylic acids were presented.
26 citations