227601-47-0

Upstream product

• 52211-61-7 (2S,3R,4S,5R,6R)-2-(((2R,3S,4R,5R,6R)-6-(allyloxy)-4,5-dihydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol 
• 824-94-2 p-methoxybenzyl chloride 
• 4753-07-5 2,3,6,2',3',4',6'-hepta-O-acetyl-lactosyl bromide 
• 50256-34-3 allyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside 
• 3616-19-1 lactose octaacetate 

Downstream Products

• 227601-48-1 allyl-O-<2,4,6-tri-O-benzyl-3-O-(4-methoxybenzyl)-β-D-galactopyranosyl>-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 
• 914097-59-9 allyl 4,6-O-benzylidene-3-O-(4-methoxybenzyl)-β-D-galactopyranosyl-(1,4)-β-D-glucopyranoside 
• 359669-13-9 allyl 2,3,6-tri-O-benzoyl-4-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 914097-82-8 2-O-(4-methoxybenzyl)-3,4,6-tri-O-acetyl-α-D-galactopyranosyl-(1,3)-2-O-benzoyl-3-thio-3-deoxy-4,6-O-benzylidene-β-D-galactopyranosyl-(1,4)-2,3,6-tri-O-benzoyl-α-D-glucopyranosyl-trichloroacetimide 
• 914097-79-3 allyl 2-O-(4-methoxybenzyl)-3,4,6-tri-O-acetyl-α-D-galactopyranosyl-(1,3)-2-O-benzoyl-3-thio-3-deoxy-4,6-O-benzylidene-β-D-galactopyranosyl-(1,4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside 
• 914097-61-3 allyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(4-methoxybenzyl)-β-D-galactopyranosyl-(1,4)-2,3,6-O-tri-benzoyl-β-D-glucopyranoside 
• 914097-67-9 allyl 2-O-benzoyl-3-S-acetyl-3-thio-3-deoxy-4,6-O-benzylidene-β-D-galactopyranosyl-(1,4)-2,3,6-O-tri-benzoyl-β-D-glucopyranoside 
• 914097-63-5 allyl 2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranosyl-(1,4)-2,3,6-O-tri-benzoyl-β-D-glucopyranoside 
• 914097-65-7 allyl 2-O-benzoyl-4,6-O-benzylidene-β-D-gulopyranosyl-(1,4)-2,3,6-O-tri-benzoyl-β-D-glucopyranoside 
• 914097-69-1 C₅₀H₄₆O₁₄S 
• 869193-99-7 C₆₅H₅₈O₁₈ 

Relevant academic research and scientific papers

Potential use of synthetic α-galactosyl-containing glycotopes of the parasite Trypanosoma cruzi as diagnostic antigens for Chagas disease

A synthetic glycoarray containing non-reducing α-galactopyranosyl moieties related to mucin O-glycans of the parasite Trypanosoma cruzi was evaluated by a chemiluminescent enzyme-linked immunosorbent assay with sera from patients with chronic Chagas disease. Our data revealed the disaccharide Galα(1,3)Galβ as the immunodominant glycotope, which may eventually be employed as a diagnostic antigen for Chagas disease.

Thio-isoglobotrihexosylceramide, an agonist for activating invariant natural killer T cells

Thio-isoglobotrihexosylceramide (S-iGb3) might be resistant to α-galactosidases in antigen-presenting cells and have a longer retaining time in the lysosome before being loaded to CD1d. The biological assay showed that S-iGb3 demonstrates a much higher in

Study of glycosylation with N-trichloroacetyl-D-glucosamine derivatives in the syntheses of the spacer-armed pentasaccharides sialyl lacto-N-neotetraose and sialyl lacto-N-tetraose, their fragments, and analogues

The syntheses of 2-aminoethyl glycosides of the pentasaccharides Neu5Ac-α(2→3)-Gal-β(1→4)-GlcNAc-β(1→3)-Gal- β(1→4)-Glc and Neu5Ac-α(2→3)-Gal-β(1→3)-GlcNAc-β(1→3)-Gal- β(1→4)-Glc, their asialo di-, tri-, and tetrasaccharide fragments, and analogues included a systematic study of glycosylation with variously protected mono- and disaccharide donors derived from N-trichloroacetyl-D-glucosamine of galactose, lactose, and lactosamine glycosyl acceptors bearing benzoyl protection around the OH group to be glycosylated. Despite the low reactivity of these acceptors, stereospecificity and good to excellent yields were obtained with NIS-TfOH-activated thioglycoside donors of such type, or with AgOTf-activated glycosyl bromides, while other promotors, as well as a trichloroacetimidate donor, were less effective, and a β-acetate donor was inactive. In NIS-TfOH-promoted glycosylation with the thioglycosides, the use of TfOH in catalytic amount led to rapid formation of the corresponding oxazoline, but the quantity of TfOH necessary for further efficient coupling with an acceptor depended on the reactivity of the donor, varying from 0.07 equiv for a 3,6-di-O-benzylated monosaccharide derivative to 2.1 equiv for a peracetylated disaccharide one. In the glycosylation products, the N-trichloroacetyl group was easily converted into N-acetyl by alkaline hydrolysis followed by N-acetylation.

Synthesis of oligosaccharides related to HNK-1 antigen. 2. synthesis of β-propyl 3?-O-(3-o-sulfo-β-d-glucuronopyranosyl)-lacto-n-tetraoside

A derivative of allyl 3Prime;-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-β-lactoside with a free OH group at C-4GlcNAc was glycosylated with trichloroacetimidate of selectively protected GlcA(β1→3)Galα disaccharide in dichloromethane in the presence of trimethylsilyl inflate, resulting in a pentasaccharide product with an 82% yield. This product was converted to monohydroxy derivative with a free OH group at C-3GlcA via the formation and the subsequent opening of the 6,3-lactone ring in the glucuronic acid residue. The 3-O-sulfation of the monohydroxy derivative, the removal of the protective groups, and the reduction of the allyl aglycon yielded the pentasaccharide propyl glycoside NaSO 3-3GlcA(β1→3)Gal(β1→4)GlcNAc(β1→3) Gal(β1→4)Glcβ-OPr, comprising the oligosaccharide chain of the SGGL-1 glycolipid, which is recognized by HNK-1 antibodies. NaSO3-3GlcA(β1→3)GalβOAll, GlcA(β1→3)Gal(β1→4)GlcNAc(β1→3)Gal(β1→4) GlcβOPr, and GlcA(β1→3)GalβOAll were synthesized in a similar way.