81927-56-2

Upstream product

• 76101-14-9 methyl-2-desoxy-2-phthalimido-β-D-glucopyranoside 
• 774-48-1 (diethoxymethyl)benzene 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 10022-13-6 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose 
• 136810-00-9 phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-seleno-β-D-glucopyranoside 
• 76101-13-8 methyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 10028-45-2 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl bromide 
• 70831-94-6 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-D-glucopyranosyl bromide 
• 1214746-85-6 C₂₄H₂₀Cl₃NO₈ 

Downstream Products

• 135310-69-9 Succinic acid mono-[(2R,4aR,6R,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl] ester 
• 864815-49-6 methyl (3-O-benzoyl-4-O-benzyl-2-chloro-2-deoxy-α-L-rhamnopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 864815-50-9 methyl (4-O-benzyl-2-chloro-2-deoxy-α-L-rhamnopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 864874-14-6 methyl 3-O-(2,4-di-O-benzyl-α-L-rhamnopyranosyl)-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 864815-53-2 methyl (2,3,4-tri-O-benzyl-α-L-mannopyranosyluronyl)-(1->3)-(4-O-benzyl-2-chloro-2-deoxy-α-L-rhamnopyranosyl)-(1->3)-2-(3-aminopropionamido)-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside lactam 
• 864815-51-0 methyl (2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-α-L-mannopyranosyl)-(1->3)(4-O-benzyl-2-chloro-2-deoxy-α-L-rhamnopyranosyl)-(1->3)-4,6-O-benzylidene-2-phthalimido-β-D-glucopyranoside 
• 864815-52-1 methyl (2,3,4-tri-O-benzyl-α-L-mannopyranosyl)-(1->3)-(4-O-benzyl-2-chloro-2-deoxy-α-L-rhamnopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-2-(N-fluorenylmethoxycarbonyl-β-alanyl)-amido-β-D-glucopyranoside 
• 187142-86-5 C₅₈H₆₈N₂O₁₅ 
• 187142-90-1 methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4-O-[2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,4-di-O-benzyl-3,6-deoxy-β-D-arabino-hexopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside 
• 187142-89-8 methyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4-O-[2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,4-di-O-benzyl-3,6-deoxy-α-D-arabino-hexopyranosyl)-β-D-galactopyranosyl]-β-D-glucopyranoside 
• 97242-84-7 methyl 2-acetamido-4-O-(2'-acetamido-2'-deoxy-β-D-glucopyranosyl)-2-deoxy-6-O-(α-L-fucopyranosyl)-β-D-glucopyranoside 
• 97242-79-0 methyl 3,6-di-O-benzyl-2-deoxy-2-N-phthalimido-β-D-glucopyranoside 
• 97242-85-8 methyl 3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 97242-82-5 methyl 2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-glucopyranoside 

Relevant academic research and scientific papers

Selectively Deoxyfluorinated N-Acetyllactosamine Analogues as 19F NMR Probes to Study Carbohydrate-Galectin Interactions

Galectins are widely expressed galactose-binding lectins implied, for example, in immune regulation, metastatic spreading, and pathogen recognition. N-Acetyllactosamine (Galβ1-4GlcNAc, LacNAc) and its oligomeric or glycosylated forms are natural ligands of galectins. To probe substrate specificity and binding mode of galectins, we synthesized a complete series of six mono-deoxyfluorinated analogues of LacNAc, in which each hydroxyl has been selectively replaced by fluorine while the anomeric position has been protected as methyl β-glycoside. Initial evaluation of their binding to human galectin-1 and -3 by ELISA and 19F NMR T2-filter revealed that deoxyfluorination at C3, C4′ and C6′ completely abolished binding to galectin-1 but very weak binding to galectin-3 was still detectable. Moreover, deoxyfluorination of C2′ caused an approximately 8-fold increase in the binding affinity towards galectin-1, whereas binding to galectin-3 was essentially not affected. Lipophilicity measurement revealed that deoxyfluorination at the Gal moiety affects log P very differently compared to deoxyfluorination at the GlcNAc moiety.

Synthesis of Diverse N-Substituted Muramyl Dipeptide Derivatives and Their Use in a Study of Human NOD2 Stimulation Activity

A flexible synthetic strategy toward the preparation of diverse N-substituted muramyl dipeptides (N-substituted MDPs) from different protected monosaccharides is described. The synthetic MDPs include N-acetyl MDP and N-glycolyl MDP, known NOD2 ligands, and this methodology allows for structural variation at six positions, including the muramic acid, peptide, and N-substituted moieties. The capacity of these molecules to activate human NOD2 in the innate immune response was also investigated. It was found that addition of the methyl group at the C1 position of N-glycolyl MDP significantly enhanced the NOD2 stimulating activity.

Regioselective control in the oxidative cleavage of 4,6-o-benzylidene acetals of glycopyranosides by dimethyldioxirane

"Chemical Equation Presentation" The oxidative cleavage of 4,6-O-benzylidene acetals of glycopyranosides using dimethyldioxirane (DMDO) leads to the corresponding hydroxy-benzoates in excellent yields. With a proper choice of the neighboring protecting groups, this oxidative fragmentation provides the 6- or 4-hydroxyl derivatives in a highly regioselective manner.

APPLICATION OF PHENYL 1-SELENOGLYCOSIDES IN THE SYNTHESIS OF A CELL-WALL TETRAMERIC FRAGMENT OF PROTEUS VULGARIS STRAIN 5/43

DAST-assisted rearrangement of 3-O-allyl-4-O-benzyl-α-L-rhamnopyranosyl azide followed by treatment of the generated fluorides with ethanethiol and BF3*OEt2 gave glycosyl donor ethyl 3-O-allyl-2-azido-4-O-benzyl-2,6-dideoxy-1-thio-α/β-L-glucopyranoside.St

SYNTHESIS OF THE O-SPECIFIC POLYSACCHARIDE OF SHIGELLA FLEXNERI

A regular heteropolysaccharide built of tetrasaccharide repeating units is synthesised by means of regio- and stereospecific polycondensation of tritylated cyanoethylidene derivative.The polysaccharide obtained is identical with the O-antigenic polysaccharides of Shigella flexneri serotypes 3b, 3c, and variant Y.It also represents the basic chain of O-antigenic polysaccharides of all serotypes of this bacterium.