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Aldose

About: Aldose is a research topic. Over the lifetime, 1270 publications have been published within this topic receiving 27197 citations. The topic is also known as: aldoses.


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Journal ArticleDOI
TL;DR: In this paper , a series of phenyl β-aldehyde ketones were designed and synthesized as dual inhibitors of aldose reductase (ALR2) and α-glucosidase.
Abstract: In this study, a series of phenyl β-aldehyde ketones were designed and synthesized as novel dual inhibitors of aldose reductase (ALR2) and α-glucosidase. The results showed substantial inhibition of ALR2...
Patent
21 Feb 2014
TL;DR: In this paper, a method for making 2-amino-2-deoxy sugar derivatives from an α-hydroxy-aldehyde, preferably an aldose, is described.
Abstract: The invention relates to methods for making an α-amino-aldehyde, preferably a 2-amino-2-deoxy sugar derivative, from an α-hydroxy-aldehyde, preferably an aldose. Intermediary 1-amino-1-deoxy-ketose derivatives, and their use as synthetic intermediates, are also described.
Book ChapterDOI
TL;DR: In this paper, a micro-analytical procedure is developed to measure the effect of time of incubation and temperature on the rate and extent of the phosphorylation reaction of aldose 1,6-diphosphates.
Abstract: Publisher Summary This chapter describes the method for the preparation of aldose 1,6-diphosphates. A microanalytical procedure is developed to measure the effect of time of incubation and temperature on the rate and extent of the phosphorylation reaction. In this assay, the sugar diphosphate product is partially purified and the rate of formation of acid-labile phosphate is measured. The fully acetylated derivative of D-glucose-6-P is prepared by a modification of the procedure used for the synthesis of completely acetylated derivatives of free hexoses with acetic anhydride in pyridine at 3%. Characterization of a-D-glucose 1,6-diphosphate is discussed. The procedure described in the chapter, with slight modifications has been used to prepare α -D-ribose 1,5-diphosphate, α -D-galactose 1,6-diphosphate, α -D-mannose 1,6-diphosphate, and N-acetyl- α -D-glucosamine 1,6-diphosphate. All the sugar diphosphates prepared by this procedure were active when they were assayed for enzymic activity with rabbit muscle phosphoglucomutase. Some precautions must be taken when preparing sugar diphosphates other than α -D-glucose-l,6-P 2 . Several sugar monophosphate samples contain varing amounts of D-glucose-6-P. To remove this impurity, 5-g samples of D-galactose-6-P and D-mannose-6-P were treated with D-glucose- 6-P dehydrogenase and NADP + to convert traces of D-glucose 6-P to 6-P-gluconic acid. One other precaution that must be taken in the preparation of α -D-mannose-l,6-P 2 and α -D-ribose-l,5-P 2 is to reduce the concentration of HC1 from 10 to 5 m M, during the removal of the residual sugar monophosphate. These sugar diphosphates are considerably more labile to acid hydrolysis than α -D-glucose-l,6-P 2 .
Journal ArticleDOI
TL;DR: In this paper, the CaCl2 system was used for the epimerization of aldoses at C-2 by a combination of alkaline-earth or rare-earth metal ions (Ca2+, Sr2+, Pr3+) and such monoamines as triethylamine.
Abstract: Epimerization of aldoses at C-2 has been extensively investigated by using various metal ions in conjunction with diamines, monoamines, and aminoalcohols. Aldoses are epimerized at C-2 by a combination of alkaline-earth or rare-earth metal ions (Ca2+, Sr2+, Pr3+, or Ce3+) and such monoamines as triethylamine. In particular, the Ca2+–triethylamine system proved effective in promoting aldose–ketose isomerization as well as C-2 epimerization of aldoses. 13C NMR studies using d -(1-13C)glucose and d -(1-13C)galactose with the CaCl2 system in CD3OD revealed that the C-2 epimerization proceeds via stereospecific rearrangement of the carbon skeleton, or 1,2-carbon shift, and ketose formation proceeds partially through an intramolecular hydrogen migration or 1,2-hydride shift and, in part, via an enediol intermediate. These simultaneous aldose–aldose and aldose–ketose isomerizations showed interesting substrate-dependent chemoselectivity. Whereas the mannose-type aldoses having 2,3-erythro configuration ( d -mannose, d -lyxose, and d -ribose) showed considerable resistance to both the C-2 epimerization and the aldose–ketose isomerization, the glucose-type sugars having 2,3-threo and 3,4-threo configurations, d -glucose and d -xylose, are mainly epimerized at C-2 and those having the 2,3-threo and 3,4-erythro configurations, d -galactose and d -arabinose, were mostly isomerized into 2-ketoses. These features are of potential interest in relevance to biomimic sugar transformations by metal ions.

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Performance
Metrics
No. of papers in the topic in previous years
YearPapers
20233
20226
20213
20207
20196
201813