140909-65-5

Upstream product

• 140909-64-4 (3S,4S,5R,6R)-2-Allyl-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ol 
• 82598-88-7 2,3,4,6-tetra-O-benzyl-D-mannono-1,5-lactone 
• 82659-59-4 3-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)propene 
• 450370-43-1 3-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)propanal 
• 141042-24-2 3-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-1-propanol 

Downstream Products

• 232603-15-5 3-((2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propionic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyl ester 
• 304466-68-0 1-N-octyl-3-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)propionamide 
• 304466-71-5 1-N-octyl-3-(2,3,4-tri-O-benzyl-α-D-mannopyranosyl)propionamide 
• 304466-79-3 Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-(4-nitro-benzyloxycarbonylamino)-6-[(2R,3R,4R,5R,6R)-3,4,5-tris-benzyloxy-6-(2-octylcarbamoyl-ethyl)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-pyran-4-yl ester 
• 232603-19-9 (2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[3-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-but-3-enyl]-tetrahydro-pyran 

Relevant academic research and scientific papers

Adaptable synthesis of C-glycosidic multivalent carbohydrates and succinamide-linked derivatization

A modular approach to the synthesis of trivalent C-glycosidic carbohydrates is described. The approach is illustrated employing carboxylate-terminated C-glycosidic d-mannose, d-glucose, and d-galactose derivatives with different length C1-linked spacer un

Differential carbohydrate recognition of two GlcNAc-6-sulfotransferases with possible roles in L-selectin ligand biosynthesis

Two human GlcNAc-6-sulfotransferases, CHST2 and HEC-GlcNAc6ST, have been recently identified as possible contributors to the inflammatory response by virtue of their participation in L-selectin ligand biosynthesis. Selective inhibitors would facilitate their functional elucidation and might provide leads for antiinflammatory therapy. Here we investigate the critical elements of a disaccharide substrate that are required for recognition by CHST2 and HEC-GlcNAc6ST. A panel of disaccharide analogues, bearing modifications to the pyranose rings and aglycon substituents, were synthesized and screened for substrate activity with each enzyme. Both GlcNAc-6-sulfotransferases required the 2-N-acetamido and 4-hydroxyl groups of a terminal GlcNAc residue for conversion to product. Both enzymes tolerated modifications to the reducing terminal pyranose. Key differences in recognition of an amide group in the aglycon substituent were observed, providing the basis for future glycomimetic inhibitor design.

Convergent preparation of 1,6-linked C-disaccharides via olefin metathesis

The DCC mediated coupling reaction of 3,4,6-tri-O-benzyl-1,2-dideoxy-D- arabino-hex-1-enitol (5a) with a variety of sugar based carboxylic acids 6a- d gave esters 7a-d in good yield. Methylenation of the formed esters led to the acyclic enol ethers 8a-d a

C-Glycosyl compounds bind to receptors on the surface of Escherichia coli and can target proteins to the organism

A series of C-mannopyranosyl derivatives have been synthesized and their inhibitory activity towards the receptor-mediated adhesion of E. coli to yeast cells has been tested.Total inhibition of yeast-cell agglutination by C-glycosyl derivatives 4 and 9 is