310870-40-7

Upstream product

• 2936-70-1 (2R,3S,4S,5S,6R)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 4163-65-9 per-O-acetyl-α-D-mannopyranose 
• 108-98-5 thiophenol 
• 13992-16-0 phenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside 
• 83-87-4 D-Mannose pentaacetate 

Downstream Products

• 310870-41-8 tert-Butyl-diphenyl-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-silane 
• 316188-12-2 phenyl 6-O-[(tert-butyl)diphenylsilyl]-2,3-di-O-isopropylidene-1-thio-α-D-mannopyranoside 
• 176040-66-7 phenyl 2,3,4-tri-O-acetyl-1-thio-α-D-mannopyranoside 
• 316188-17-7 benzyl 2-O-benzoyl-4,6-O-benzylidene-3-O-[1,4-dioxo-4-(phenyl 2,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside-3-O-yl)butyl]-α-D-glucopyranoside 
• 316188-19-9 benzyl 2-O-benzoyl-6-O-benzyl-3-O-[1,4-dioxo-4-(phenyl 2,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside-3-O-yl)butyl]-α-D-glucopyranoside 
• 316188-15-5 phenyl 2,4,6-tri-O-benzyl-3-O-(3-carboxypropanoyl)-1-thio-α-D-mannopyranoside 
• 316188-14-4 phenyl 4,6-di-O-benzyl-2,3-di-O-isopropylidene-1-thio-α-D-mannopyranoside 
• 126113-70-0 phenyl 4,6-di-O-benzyl-1-thio-α-D-mannopyranoside 
• 126092-08-8 phenyl 2,3-di-O-isopropylidene-1-thio-α-D-mannopyranoside 
• 220009-39-2 benzyl O-(2,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 4)-2-O-benzoyl-6-O-benzyl-α-D-glucopyranoside 3,3'-succinate 
• 220009-55-2 benzyl O-(2,4,6-tri-O-benzyl-β-D-mannopyranosyl)-(1-> 4)-2-O-bemzoyl-6-O-benzyl-α-D-glucopyranoside 3,3'-succinate 
• 168138-16-7 phenyl 2,4,6-tri-O-benzyl-1-deoxy-1-thio-α-D-mannopyranoside 
• 310870-42-9 Phenyl 2,3,4-tri-O-benzyl-6-O-(3,4,6-tri-O-benzyl-2-O-pivaloyl-α-D-mannopyranosyl)-1-thio-α-D-mannopyranoside 
• 152488-26-1 phenyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranoside 

Relevant academic research and scientific papers

The composite body deproteinizing chitosanoligosaccharide-

Provided herein are conjugates comprising a protein and an oligosaccharide of one of Formulae I-VI. Also provided herein are pharmaceutical compositions comprising such conjugates. Further provided herein are methods of treating a lysosomal storage disorder in a mammal by administration of an oligosaccharide-glycoprotein conjugate.

Imidazole-promoted 1,4-migration of the tert-butyldiphenylsilyl group: Influence on the selectivity control of the silylation reactions of carbohydrate OH groups

The regioselective protection of secondary hydroxy groups of gluco-, galacto-, manno-, rhamno- and fucopyranosides using TBDPSCl with imidazole in DMF has been studied. It was found that the relative spatial arrangement of the OH groups modulates the silylation selectivity which arises from the combination of kinetic factors and the intramolecular migrations of the secondary TBDPS groups. The rearrangement of the TBDPS groups has a much larger effect on the α-D-manno- and α-L-rhamnopyranosides, allowing the protection of the OH groups at positions 2, 3 or 2 and 4, in synthetically useful yields, by changing the reaction conditions. The relative reactivity of the secondary OH groups seems particularly likely to be governed by steric factors. This trend provides a valuable approach to the synthesis of 3-O-tert-butyldiphenylsilyl-1-thio-β-L-fucopyranoside.

Inositolphosphoglycan mediators structurally related to glycosyl phosphatidylinositol anchors: Synthesis, structure and biological activity

The preparation of the pseudopentasaccharide 1a, an inositolphosphoglycan (IPG) that contains the conserved linear structure of glycosyl phosphatidylinositol anchors (GPI anchors), was carried out by using a highly convergent 2+3-block synthesis approach which involves imidate and sulfoxide glycosylation reactions. The preferred solution conformation of this structure was determined by using NMR spectroscopy and molecular dynamics simulations prior to carrying out quantitative structure-activity relationship studies in connection with the insulin signalling process. The ability of 1a to stimulate lipogenesis in rat adipocites as well as to inhibit cAMP dependent protein kinase and to activate pyruvate dehydrogenase phosphatase was investigated. Compound 1a did not show any significant activity, which may be taken as a strong indication that the GPI anchors are not the precursors of the IPG mediators.

Prearranged glycosides. Part 12. Intramolecular mannosylations of glucose derivatives via prearranged glycosides

A series of prearranged glycosides 5, 17, 23, 28, 37, and 41, having a benzyl-protected 1-thiomannosyl donor linked through its positions 2, 3, 4, and 6 via succinate and malonate tethers, respectively, to positions 2, 3, and 6 of a benzyl glucopyranoside acceptor, were prepared by condensation of the respective mannosyl succinates and malonates with suitably protected benzyl glucopyranosides. The prearranged glycosides were intramolecularly coupled under various conditions to give the corresponding tethered (1 → 4)-linked disaccharides. The yields and anomer ratios of the products of these couplings were interpreted in terms of the thermodynamic stability of the resulting disaccharides. In the case of prearranged glycoside 17, having positions 3 of both the donor and the acceptor linked by a succinate tether, a strong dependence of the diastereoselectivity of the intramolecular glycosylation on the activation procedure was observed. All other cases did not show a significant dependence of the outcome of the anomeric configuration in intramolecular glycosylation on the activation procedure or the solvent.