- New class of alkynyl glycoside analogues as tyrosinase inhibitors
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A new series of alkynyl glycoside analogues were designed and synthesized from cheap and a commercially available sugar by introduction of various alkynyl and alkyl groups at C-1 and C-6 positions of the sugar ring. The inhibitory abilities of alkynyl gly
- Saehlim, Natthiya,Athipornchai, Anan,Sirion, Uthaiwan,Saeeng, Rungnapha
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supporting information
(2020/06/01)
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- Synthesis and conformational analysis of D-gluco-pyranosyl-(6,6′)-D-gluco-pyranuronate, a model compound for the inter-glycan 6,6′-ester linkage
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The synthesis of a 6,6′-ester linked disaccharide analog model compound was achieved in five steps from D-glucose and featured a key oxidative esterification transformation. The synthesized D-gluco-pyranosyl-(6,6′)-D-gluco-pyranuronate was characterized in D2O using NMR spectroscopy. Using the experimental data together with molecular dynamics simulations (TIP3P, water), a model of the compound's conformational behavior was established. The effect of the 6,6′-ester linkage on the solution phase structure was compared to that of the previously reported 6,6′-ether linkage in a disaccharide analog. Based on the established models, the ester linkage was found to have a profound effect on the overall shape of the molecule.
- Hackbusch, Sven,Watson, Amelia,Franz, Andreas H.
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- A novel selectfluor-mediated regioselective O-benzyl ether acetolysis of perbenzylated monosaccharides
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Selectfluor, a source of the super electrophile F+, has replaced conventional reagents that supply F+ for fluorination due to its attractive physical and chemical properties. This study is the first report of using Selectfluor as a d
- Tambie, Marlon S.,Jalsa, Nigel Kevin
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p. 545 - 559
(2016/04/19)
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- An expedient synthesis of benzyl 2,3,4-tri-O-benzyl-β-D- glucopyranoside and benzyl 2,3,4-tri-O-benzyl-β-D-mannopyranoside
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An efficient three-step synthesis of benzyl 2,3,4-tri-O-benzyl-β-d- glucopyranoside, a widely used building block in carbohydrate chemistry, is described. The key step is the selective debenzylation-acetylation of perbenzylated β-glucose using ZnCl2
- Lu, Wallach,Navidpour, Latifeh,Taylor, Scott D.
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p. 1213 - 1217
(2007/10/03)
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