Topic
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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TL;DR: In this paper, the synthesis of diorganotincarbohydrates is reported, which is consistent with the presence of tin-carbohydrate oxygen bonds in the compounds and with a trigonal bipyramidal arrangement of two alkyl and three O-containing groups about the tin atoms.
27 citations
TL;DR: This chapter describes the enzymic synthesis of 13 C-enriched aldoses, ketoses, and their phosphate esters using commercially available enzymes and substrates, such as adenosine triphosphate (ATP).
Abstract: Publisher Summary This chapter describes the enzymic synthesis of 13 C-enriched aldoses, ketoses, and their phosphate esters. The carbohydrates with isotopic enrichment at specific sites are prepared by enzymic modification of chemically synthesized precursors. The method for preparing isotopically enriched aldoses or aldose phosphates is extended to prepare ketoses or ketose phosphates using commercially available enzymes and substrates, such as adenosine triphosphate (ATP). Dihydroxyacetone phosphate (DHAP) is prepared enzymically from dihydroxyacetone and ATP by the action of glycerol kinase. The 13 C-enriched starting material for D-[4- 13 C] fructose and D-[4- 13 C] glucose conversion is DL-[1- 13 C] glyceraldehyde, which is prepared by the condensation of K 13 CN with glycolaldehyde, followed by the hydrogenation and solvolysis of the nitrile product. The sequential action of phosphoriboisomerase and phosphoribulokinase on D-[2- 13 C] ribose 5-phosphate gives D-[2- 13 C] ribulose 1,5-bisphosphate in 85% overall yield. D-[2- 13 C] ribose 5-P is prepared from D-[1- 13 C] erythrose-4-P and KCN. The enzymes of the glycolytic pathway—hexokinase, phosphoglucose isomerase, and phosphofructokinase—are used to convert D- [2- 13 C] glucose to D-[2- 13 C] fructose 1,6-bisphosphate in 86% yield. The addition of aldolase and triosephosphate isomerase, or extended incubation with aldolase, gives D-fructose 1,6-bisphosphate in which the 13 C isotope is symmetrically distributed.
27 citations
27 citations
TL;DR: The base-promoted reaction of tetra-O-benzyl-glucose 1a with secondary alkyl trifluoromethanesulfonates 2 and 3 in toluene provides in the presence of 15-crown-5 preferentially β-glycosides 2aβ and 3aβ, respectively, in high yields as discussed by the authors.
27 citations
TL;DR: In this paper, a method for stereoselective synthesis of 1,2-trans-ribofuranosides directly from 1-hydroxy sugars and alcohols or trimethylsilylated nucleophiles by the use of [1, 2-benzenediolato(2−)-O,O′]oxotitanium and trifluoromethanesulfonic anhydride is described.
Abstract: A convenient method for stereoselective synthesis of 1,2-trans-ribofuranosides directly from 1-hydroxy sugars and alcohols or trimethylsilylated nucleophiles by the use of [1,2-benzenediolato(2−)-O,O′]oxotitanium and trifluoromethanesulfonic anhydride is described.
27 citations