108672-21-5

Basic information

• Product Name: methyl 2,6-di-O-benzyl-3-O-methyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside
• Synonyms: methyl 2,6-di-O-benzyl-3-O-methyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside
• CAS NO: 108672-21-5
• Molecular Weight: 911.102
• Mol File: 108672-21-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: methyl 2,6-di-O-benzyl-3-O-methyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2,6-di-O-benzyl-3-O-methyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside(108672-21-5)
• EPA Substance Registry System: methyl 2,6-di-O-benzyl-3-O-methyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside(108672-21-5)

Safety Data

• Hazardous Substances Data: 108672-21-5(Hazardous Substances Data)

Upstream product

• 53081-30-4 tetra-O-benzyl-α-D-galactosyl bromide 
• 108672-11-3 methyl 2,6-di-O-benzyl-3-O-methyl-β-D-galactopyranoside 
• 71117-36-7 methyl 4,6-O-(S)-benzylidene-β-D-galactopyranoside 
• 1824-94-8 methyl beta-D-galactopyranoside 
• 108739-90-8 methyl 3-O-benzoyl-2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside 
• 108739-95-3 methyl 2-O-benzyl-4,6-O-benzylidene-3-O-methyl-β-D-galactopyranoside 
• 108739-91-9 methyl 4,6-O-benzylidene-β-D-galactopyranoside 2-O-benzoate 
• 86420-73-7 methyl 3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 125411-99-6 ethyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside 
• 53685-11-3 methyl 2,6-di-O-benzyl-β-D-galactopyranoside 
• 345320-20-9 Methyl 2,6-di-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside 
• 74-88-4 methyl iodide 

Relevant articles and documents

Synthesis and structure-activity relationships of di- and trisaccharide inhibitors for Shiga-like toxin Type 1

The syntheses of galabiose and Pk-trisaccharide analogues in which selected hydroxy groups are replaced by O-methyl, amino deoxy, acetamido deoxy, and carboxyalkyl groups are reported. The ability of these inhibitors to block E. coli verotoxin 1 binding to its mammalian cell-surface receptor are evaluated by a solid-phase competition assay. The synthesis of a biotinylated glycoconjugate for this assay is described, wherein a Pk-trisaccharide tether derivative 70 is constructed and covalently attached to bovine serum albumin followed by biotinylation. Galabiose derivatives 4 and 5 that contain a carboxymethyl or carboxyethyl substituent at O-2 of the β-galactose residue show 15-20-fold activity gains over the methyl glycoside of galabiose. This enhanced activity is not observed for the corresponding carboxymethyl-substituted Pk-trisaccharide analogue 13. The inhibition data are rationalized with the solved crystal structure for verotoxin 1 complexed with a Pk-trisaccharide analogue and provide insight for the design of dimeric inhibitors that can exploit the unique binding-site distribution of the toxin's B subunit. This discussion provides a further example of the important role played by ordered water molecules in sugar-protein complexes.