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, it was shown that the hydrogen atoms on the carbon atoms adjacent to oxygen in a furanose ring are activated towards abstraction, and a similar activation, evidently stereoelectronic in origin, is also proposed to account for the enhanced reactivity of C(5′)−H in the furanoses ring of sucrose, a finding which may have particular relevance to the mechanism of radiation damage in DNA.
Abstract: E.s.r. spectra detected when ·OH reacts with the aldopentoses xylose and ribose are attributed to pyranose ring radicals, formed in essentially unselective attack; in contrast, in the corresponding reactions of the model compound tetrahydrofurfuryl alcohol, as well as some isopropylidene derivatives of glucofuranose, the hydrogen atoms on the carbon atoms adjacent to oxygen in a furanose ring are activated towards abstraction. A similar activation, evidently stereoelectronic in origin, is also proposed to account for the enhanced reactivity of C(5′)–H in the furanose ring of sucrose, a finding which may have particular relevance to the mechanism of radiation damage in DNA.
11 citations
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TL;DR: E.r.s. spectroscopy has been used in conjunction with an aqueous flow system to investigate both the metal-catalysed decomposition of hydrogen peroxide to OH and the subsequent reactions of this radical with a variety of biomolecules.
Abstract: E.s.r. spectroscopy has been used in conjunction with an aqueous flow system to investigate both the metal-catalysed decomposition of hydrogen peroxide to OH* and the subsequent reactions of this radical with a variety of biomolecules. Particular emphasis is placed on the effects of pH and ligand on the Fe II —H 2 O 2 reaction and on the sites of attack by OH* in its reaction with pyranose and furanose sugars, sugar phosphates, nucleosides and nucleotides. Attention is focused on subsequent reactions (for example, of radicals formed by attack in the ribofuranose moiety of adenosine) which may be involved in radiation damage.
11 citations
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TL;DR: The results of the molecular dynamics-based conformational analysis concerning a series of pyranoses, namely: d-aldopentoses, d-ketohexoses as well as deoxy- and dideoxy- derivatives of aldo hexoses are described and the ring-inversion properties studied in the context of both the full chair-chair inversion and the chair-boat/skew-boat rearrangement are studied.
11 citations
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TL;DR: Condensation products of aliphatic aldehydes with 3-sulfanylpropionic acid hydrazide exist in solution as mixtures of linear hydrazone and cyclic 1,3,4-thiadiazepine tautomers.
Abstract: Condensation products of aliphatic aldehydes with 3-sulfanylpropionic acid hydrazide exist in solution as mixtures of linear hydrazone and cyclic 1,3,4-thiadiazepine tautomers. Hydrazones derived from 3-sulfanylpropionic acid hydrazide and aromatic aldehydes and ketones have mostly linear structures of different stereoisomers arising from Z-E isomerism with respect to the double C=N bond and restricted rotation about the C(O)-N bond. Condensation products of 3-sulfanylpropionohydrazide with a series of aldoses give rise to ring-chain-ring tautomeric equilibrium between α,β-isomeric pyranose structures, open-chain aldose hydrazone tautomer, and two diastereoisomeric seven-membered cyclic 1,3,4-thiadiazepine forms.
11 citations
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TL;DR: In this paper, the reaction of arsenic ylides with pyranose and furanose carbohydrates leads to E-olefinic derivatives with high stereoselectivity.
11 citations