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Showing papers on "Aldose published in 1984"



Journal ArticleDOI
TL;DR: In this article, the treatment of 1-unprotected or -O-acetylated sugar derivatives with a hydrogen fluoride-pyridine mixture affords the corresponding 1-fluoro derivatives in high yields.
Abstract: Treatment of 1-unprotected or -O-acetylated sugar derivatives with a hydrogen fluoride–pyridine mixture affords the corresponding 1-fluoro derivatives in high yields.

116 citations


Journal ArticleDOI
01 May 1984
TL;DR: Model studies on the coupling of D-fructose and KDO to glycine indicate that any coupling procedure based on reductive amination of ketose residues would of necessity require the prior introduction of a small functionalized spacer molecule.
Abstract: The rate of coupling of oligosaccharides having aldose end groups to protein by reductive amination was significantly increased by changing the temperature and pH of the reaction, and even more sig...

94 citations



Journal ArticleDOI
TL;DR: DE-52 elution profiles, substrate specificity and immunochemical characterization indicate that aldose reductase is present in human aorta, brain, erythrocyte and muscle and a three gene loci model is proposed to explain the genetic interrelationships among these enzymes.

68 citations



Journal ArticleDOI
TL;DR: In the presence of trityl perchlorate, 1-O-bromoacetyl-β-D-glucose stereoselectively reacts with alcohols to give the corresponding β-ribosides in good yields as mentioned in this paper.
Abstract: In the presence of trityl perchlorate, 1-O-bromoacetyl-β-D-glucose stereoselectively reacts with alcohols to give the corresponding α-glucosides in good yields. The similar reaction of 1-O-acetyl-β-D-ribose affords the corresponding β-ribosides exclusively, while in the presence of molecular sieves 4A and lithium perchlorate, α-ribosides are prepared predominantly in good yields.

53 citations



Journal ArticleDOI
TL;DR: In this paper, the reactions of various hydroxyl groups with tosylchloride-dimethylaminopyridine system were investigated and direct syntheses of allyl, alkyl and glycosyl chlorides were described.

48 citations




Journal ArticleDOI
TL;DR: Synthese par reaction de l'acide thioacetique avec un ose peracetyle dans CH 2 Cl 2, in presence de chlorure de zirconium.

Journal ArticleDOI
TL;DR: In this article, enantiospecific syntheses of 1,5dideoxy-1,5-imino-D-mannitol (LU1, 1-deoxy-mannojirimycin) are reported.

Journal ArticleDOI
TL;DR: Aldose anomers were chromatographed on columns of a highly cross-linked, cation exchange resin (Shodex DC-613) of sodium and calcium forms in combined partition and ligand-exchange mode as discussed by the authors.

Patent
21 Jun 1984
TL;DR: In this paper, a process for preparing a fructoside, especially a Fructosyl disaccharide, comprises reacting a FSC with an alcohol or aldose in the presence of a FCTase, especially one derived from Bsubtilis NCIB 11811, 11872 or 11873.
Abstract: A process for preparing a fructoside, especially a fructosyl disaccharide, comprises reacting a fructosyl saccharide such as sucrose or raffinose with an alcohol or aldose in the presence of a fructosyl-transferase, especially one derived from Bsubtilis NCIB 11811, 11872 or 11873 In particular, aldose is a compound of the formula (II) in which A represents a hydrogen atom or the group CH2X, where X represents a hydrogen atom or an alkoxy group, and the fructosyl disaccharide so formed is halogenated to provide a halosucrose or halogalactosucrose sweetener


Journal ArticleDOI
TL;DR: Reaction of anomeric 1-O-acyl and 1-halide derivatives of 2,3,4,6-tetra- O-benzyl-D-glucose with anisole, ferrocene, thiophene, furan, and 1, 3,5-trimethoxybenzene in the presence of a Lewis acid gives the corresponding C-beta-D -glucopyranosyl derivatives.


Journal ArticleDOI
TL;DR: The fluorometric method was applied to lens and pancreatic islet crude homogenates, as well as semipurified lens aldose reductase, and has proved to be reproducible, more rapid, and more sensitive than the classical spectrophotometric procedure.



Journal ArticleDOI
TL;DR: A nucleophilic displacement reaction of methyl 3, 4-O-isopropylidene-2-O-(trifluoromethanesulfonyl)-6-O-,trityl-β-D-talopyranoside (10) with tetraalkylammonium fluorides in acetonitrile gave methyl 2-deoxy 2-fluoro-3, 4 O-ISOPropylIDene-6,O-trity l-β -D-galactopyranoiside (11) as mentioned in this paper
Abstract: A nucleophilic displacement reaction of methyl 3, 4-O-isopropylidene-2-O-(trifluoromethanesulfonyl)-6-O-trityl-β-D-talopyranoside (10) with tetraalkylammonium fluorides in acetonitrile gave methyl 2-deoxy-2-fluoro-3, 4-O-isopropylidene-6-O-trityl-β-D-galactopyranoside (11). Excellent conversion of 11 into 2-deoxy-2-fluoro-D-galactose (1) was achieved by hydrolysis with 5 N hydrochloric acid.


Journal ArticleDOI
TL;DR: In this article, it was shown that cyclic secondary amines, when condensed with either 1 or 2, furnished only mixtures of the β-pyranosyl and β-furansyl forms, and, in some reactions, Amadori rearrangement products (2-30%).


Journal ArticleDOI
TL;DR: The Arbuzov reaction of 2,3-isopropylidene-5-trityl-d -ribofuranose with methylenetriphenyl-phosphorane and the subsequent mercuriocyclization, iodomercuriation and Arbin reaction, allow a highly stereoselective entry to the phosphono analog of α- d -ribose 1phosphate as mentioned in this paper.


Journal ArticleDOI
TL;DR: In this paper, a functionalised cyclopentenone derivative, (2 S )-( 2 3 )-dibenzyloxy-5-(hydroxymethyl)cyclopentene-4-enone ethylene acetal, has been developed from a deoxyinosose that is readily accessible.