69489-87-8

Usage

Chemical composition

A hexose sugar molecule with a hydrazine group attached to one of its carbon atoms.

Common use

Building block for the synthesis of various bioconjugates and glycoconjugates.

Reactivity

The hydrazine group can react with a variety of electrophiles.

Functionality

Allows for the attachment of different functional groups to the hexose sugar.

Application in drug delivery

Can be used in the development of drug delivery systems.

Application in imaging

Can be used in the development of imaging agents.

Application in biomolecular probes

Can be used in the development of other biomolecular probes.

Unique feature

Versatile tool in bioconjugation applications due to its reactivity and ability to modulate the properties of the attached molecule.

Upstream product

• 64-17-5 ethanol 
• 74421-63-9 ethyl D-mannonate 
• 1198-69-2 D-glucono-1,4-lactone 
• 526-95-4 gluconic acid 
• 90-80-2 D-Glucono-1,5-lactone 

Downstream Products

• 3118-85-2 D-gluconamide 
• 86427-84-1 3-(D-gluco-pentahydroxypentyl)-6-phenyl-1,2,4-triazolo<3,4-a>phthalazine 
• 130538-65-7 6-benzyl-3-(D-gluco-pentahydroxypentyl)-1,2,4-triazolo<3,4-a>phthalazine 
• 2782-07-2 D-galactono-1,4-lactone 
• 1393804-90-4 1-[6-(2,4,6-trimethylphenyl)-[1,2,4]triazolo[3,4-a]phthalazin-3-yl]pentane-1,2,3,4,5-pentaol 
• 98924-91-5 1-(α-Methyl-phenethyliden)-2-D-gluconoyl-hydrazin 
• 70093-09-3 5,5-Dimethyl-3-hydroxy-2-cyclohexenon-1-gluconylhydrazon 

Relevant academic research and scientific papers

MAOS of D-gluconic acid, D-glucono-1,4- and 1,5-lactones, esters, hydrazides, and benzimidazoles thereof

Microwave-assisted organic synthesis (MAOS) of D-gluconic acid can be efficiently done by oxidation of D-glucose with bromine water, upon irradiation with microwave (MW). It was also used for the conversion of D-gluconic acid to ethyl D-gluconate, D-glucono-1,4- and 1,5-lactones, gluconyl hydrazide, and gluconyl phenylhydrazide in yields comparable to those obtained by conventional methods, but in much shorter times. A convenient microwave-mediated condensation of D-gluconic acid with o-phenylenediamines provided the respective acyclonucleoside benzimidazole in short time and good yield.

Precursors for the synthesis of substituted 1,3,4-thiadiazole C- nucleosides, analogues of tiazofurin and related compounds

The synthesis of 2-substituted 1,3,4-thiadiazole C-glycosides is described by building a heterocyclic system at the aldehyde end of a series of sugar derivatives. Acid catalyzed dehydration of the polyhydroxylic chain resulted in C-nucleoside, an analogue of tiazofurin.

Gluconyl hydrazides

Southern army worm metamorphosis can be interrupted and certain microorganisms, as for example, bacteria, fungi, molds and algae, can be inhibited by contact with an effective growth-inhibiting concentration of gluconic acid hydrazides of the group consisting of the N-(lower alkyl) gluconyl hydrazides.