34948-61-3

Upstream product

• 108-24-7 acetic anhydride 
• 51471-40-0 2-(4'-methoxybenzylidene)amino-2-desoxy-D-galactose 
• 123-11-5 4-methoxy-benzaldehyde 
• 233595-32-9 C₁₄H₁₉NO₆ 
• 14257-79-5 β-D-galactosamine hydrochloride 
• 14131-63-6 D-glucosamine hydrochloride 
• 1078691-95-8 (+)-D-glucosamine hydrochloride 
• 14131-62-5 D-glucosamine hydrochloride 
• 1772-03-8 D-(+)-galactosamine hydrochloride 

Downstream Products

• 34948-62-4 [(2S,3R,4R,5R,6R)-6-(acetoxymethyl)-(3-amino)tetrahydro-2H-pyran-2,4,5-triyl]triacetate hydrochloride 
• 68499-57-0 Acetic acid (2S,3R,4R,5R,6R)-2,5-diacetoxy-6-acetoxymethyl-3-(2-chloro-acetylamino)-tetrahydro-pyran-4-yl ester 
• 76548-23-7 tetrahydro-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[2,1-d]-1,3-oxazol-2-one 
• 130259-64-2 2,2,2-trichloroethyl 3,4,6-tri-O-acetyl-2-deoxy-2-(4-nitrobenzyloxycarbonylamino)-β-D-glucopyranoside 
• 130259-51-7 cyclohexyl 3,4,6-tri-O-acetyl-2-deoxy-2-(4-nitrobenzyloxycarbonylamino)-β-D-glucopyranoside 
• 130259-34-6 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(4-nitrobenzyloxycarbonylamino)-β-D-glucopyranose 
• 130259-57-3 1,1-dimethylethyl 3,4,6-tri-O-acetyl-2-deoxy-2-(4-nitrobenzyloxycarbonylamino)-β-D-glucopyranoside 

Relevant academic research and scientific papers

Profiling of: Haemophilus influenzae strain R2866 with carbohydrate-based covalent probes

We demonstrate the application of four covalent probes based on anomerically pure d-galactosamine and d-glucosamine scaffolds for the profiling of Haemophilus influenzae strain R2866. The probes have been used successfully for the labelling of target prot

Asymmetric organocatalytic synthesis of tertiary azomethyl alcohols: key intermediates towards azoxy compounds and α-hydroxy-β-amino esters

A series of peracylated glycosamine-derived thioureas have been synthesized and their behavior as bifunctional organocatalysts has been tested in the enantioselective nucleophilic addition of formaldehyde tert-butyl hydrazone to aliphatic α-keto esters fo

Synthesis of antimicrobial glucosamides as bacterial quorum sensing mechanism inhibitors

Bacteria communicate with one another and regulate their pathogenicity through a phenomenon known as quorum sensing (QS). When the bacterial colony reaches a threshold density, the QS system induces the production of virulence factors and the formation of biofilms, a powerful defence system against the host's immune responses. The glucosamine monomer has been shown to disrupt the bacterial QS system by inhibiting autoinducer (AI) signalling molecules such as the acyl-homoserine lactones (AHLs). In this study, the synthesis of acetoxy-glucosamides 8, hydroxy-glucosamides 9 and 3-oxo-glucosamides 12 was performed via the 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC·HCl) and N,N′-dicyclohexylcarbodiimide (DCC) coupling methods. All of the synthesized compounds were tested against two bacterial strains, P. aeruginosa MH602 (LasI/R-type QS) and E. coli MT102 (LuxI/R-type QS), for QS inhibitory activity. The most active compound 9b showed 79.1% QS inhibition against P. aeruginosa MH602 and 98.4% against E. coli MT102, while compound 12b showed 64.5% inhibition against P. aeruginosa MH602 and 88.1% against E. coli MT102 strain at 2?mM concentration. The ability of the compounds to inhibit the production of the virulence factor pyocyanin and biofilm formation in the P. aeruginosa (PA14) strain was also examined. Finally, computational docking studies were performed with the LasR receptor protein.

Inhibition of Mucin-type O-glycosylation through metabolic processing and incorporation of N-thioglycolyl-d-galactosamine peracetate (Ac 5GalNTGc)

Mucin-type O-glycans form one of the most abundant and complex post-translational modifications (PTM) on cell surface proteins that govern adhesion, migration, and trafficking of hematopoietic cells. Development of targeted approaches to probe functions o

Schiff bases from d-glucosamine and aliphatic ketones

Despite the comprehensive literature and enormous versatility of chiral imines derived from aminosugars and aldehydes, the corresponding counterparts generated from ketones remain an underestimated research subject. Filling in the gap, this manuscript she

Nickel-catalyzed stereoselective formation of α-2-deoxy-2-amino glycosides

(Chemical Equation Presented) The development of a new method for the stereoselective synthesis of α-2-deoxy-2-amino glycosides is described. This methodology relies on the nature of the cationic nickel catalyst, generated in situ from LnNiCl2 and AgOTf, to direct the anomeric stereoselectivity. The new glycosylation reaction is highly α-selective and proceeds under mild conditions with 5-10 mol % of the nickel catalyst loading at ambient temperature. This new method has been applied to both D-glucosamine and galactosamine trichloroacetimidate donors as well as an array of primary, secondary, and tertiary alcohol nucleophiles to provide the desired glycoconjugates in good yields with excellent α-selectivity. Mechanistic studies of the present reaction are underway and will be reported in due course. Copyright

NANOPARTICLES FOR DRUG-DELIVERY

This invention relates to a unique process for the preparation of polymeric nanoparticles with target molecules bonded to the surface of the particles and having sizes of up to 1000nm, preferably Inm to 400nm, more preferably Inm to 200nm, that are dispersed homogeneously in aqueous solution. To accomplish the above objective, the polymeric nanoparticles of the subject invention are prepared using a novel technique of microemulsion polymerization. The resulting aqueous solution of polymeric nanoparticles is comprised of about 1 to 100 parts per weight of water or buffer, about 1 to 80 parts per weight of polymeric nanoparticles, which the bio-active molecules are conjugated, about 0.001 to 10 parts per weight of emulsifier, and about 0.00001 to 5 parts per weight of radical initiator based on the weight of the solution. In the method of this invention, the target drug/target substance is covalently bonded to the polymeric nanoparticles to secure them from outer intervention in vivo or cell culture in vitro until they are exposed at the target site within the cell.

Synthesis of 4-acyl-1H-1,2,3-triazolic nucleosides

Two simple regiospecific methodologies based on triazolic ring construction in the course of synthesis were applied for the synthesis of 1,2,3-triazolic nucleoside analogues. The cycloaddition reactions between diazomalonaldehyde and appropriate glycosylamine derivatives were rather effective, producing the desired nucleosides 11, 17 and 24. Diazotization of enamines 21a and 21b led to the corresponding triazolic ribonucleoside derivatives 22a and 22b, in good yields. Deprotection reaction of 22a, 22b and 24 was easily achieved by Lewis acid catalysis, producing the corresponding ribonucleosides 23a, 23b and 25.