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: In this paper, a very simple methodology to achieve 2′,3′-didehydro-2′, 3′,dideoxy-β-nucleosides in high yield was performed, using mild, and inexpensive conditions, by means of the treatment of 2′-deoxy-3′, 5′ -dibenzoyl-2''-iodo-β nucleoside derivatives with NaHS, taking into account the thiophilic properties of iodine.
14 citations
TL;DR: The results confirm that GC/MS of the alkoxime-TMS derivatives is a viable method for measuring ( 13)C incorporations at individual carbon atoms in each of the sugar phosphates during photosynthetic experiments with (13)CO(2).
Abstract: The electron impact mass spectrometric fragmentation patterns of the per-O-trimethylsilyl (TMS) and alkoxime-TMS derivatives of D-glycerol-D-altro and D-glycerol-D-ido-octuloses were fully analysed using seven specifically labelled 13C analogues. Many of the more intense- ions in the spectra of the per-O-TMS furanose and pyranose derivatives have more than one origin. On the other hand, the mass spectra of the straight-chain methoxime and ethoxime hepta-O-TMS derivatives contain ions each of which in general originares from a single cleavage process. This makes gas chromatography/mass spectrometry of the aikoxime-TMS derivatives a suitable method for monitoring 13C incorporations at individual carbon atoms in the corresponding octulose phosphates during photosynthesis experiments with 13CO2.
14 citations
TL;DR: Reaction of two strained Steyermark-type gluco- and galactopyranosyl oxazolidinones with 4-aminohexopyranose in water proceeded smoothly to afford the urea-tethered cellobiose and lactose analogues.
Abstract: A new method for the synthesis of urea-linked disaccharides in aqueous media has been developed. The key feature of our approach is two strained Steyermark-type gluco- and galactopyranosyl oxazolidinones. Each oxazolidinone is attached to a pyranose ring in a di-equatorial trans-annulation framework. Reaction of these oxazolidinones with 4-aminohexopyranose in water proceeded smoothly to afford the urea-tethered cellobiose and lactose analogues. The galactose-type oxazolidinone proved to be more reactive than the glucose-type, which is explained by the presence of an axial hydroxy group at C4 in the former.
14 citations
13 citations
TL;DR: Here it is reported a method for the preparation of anomerically pure β-S-glycopyranosides (1,2-trans-glycosides) from the corresponding peracetate donors.
13 citations