34820-01-4

Basic information

• Product Name: methyl 2,3,6-tri-O-benzoyl-β-D-galactopyranoside
• Synonyms: methyl 2,3,6-tri-O-benzoyl-β-D-galactopyranoside
• CAS NO: 34820-01-4
• Molecular Weight: 506.509
• Mol File: 34820-01-4.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: methyl 2,3,6-tri-O-benzoyl-β-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2,3,6-tri-O-benzoyl-β-D-galactopyranoside(34820-01-4)
• EPA Substance Registry System: methyl 2,3,6-tri-O-benzoyl-β-D-galactopyranoside(34820-01-4)

Safety Data

• Hazardous Substances Data: 34820-01-4(Hazardous Substances Data)

Upstream product

• 98-88-4 benzoyl chloride 
• 117124-69-3 methyl 2,3-di-O-benzoyl-β-D-galactopyranoside 
• 1824-94-8 methyl beta-D-galactopyranoside 
• 51996-18-0 C₆H₇O(OCOC₆H₅)3(OSO₂CF₃)(OCH₃) 
• 92516-59-1 methyl 6-azido-2,3,4-tri-O-benzoyl-6-deoxy-α-D-idopyranoside 
• 124314-27-8 methyl 2,3,6-tri-O-benzoyl-4-O-(trifluoromethylsulfonyl)-β-D-galactopyranoside 
• 52049-72-6 methyl 2,3,6-tri-O-benzoyl-β-D-glucopyranoside 
• 356060-83-8 methyl 2,3,4-tri-O-benzoyl-6-triisopropylsilyl-β-D-galactopyranoside 

Downstream Products

• 185115-20-2 methyl-[O²,O³,O⁶-tribenzoyl-O⁴-(toluene-4-sulfonyl)-β-D-galactopyranoside] 
• 122204-35-7 methyl 4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-galactopyranoside 
• 122204-36-8 methyl 4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-β-D-galactopyranoside 
• 117149-98-1 methyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside 
• 124314-27-8 methyl 2,3,6-tri-O-benzoyl-4-O-(trifluoromethylsulfonyl)-β-D-galactopyranoside 
• 125177-49-3 methyl 2,3,6-tri-O-benzoyl-β-D-galactopyranoside 4-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl phosphate), triethylammonium salt 
• 131150-19-1 methyl 2,3,6-tri-O-benzoyl-β-D-galactopyranoside 4-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl phosphate), triethylammonium salt 
• 122204-37-9 methyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4-tri-O-benzyl-α-D-fucopyranosyl)-β-D-galactopyranoside 
• 122204-31-3 methyl 2,3,6-tri-O-benzoyl-4-O-(2,4,6-tri-O-benzyl-3-O-methyl-α-D-galactopyranosyl)-β-D-galactopyranoside 
• 122204-33-5 methyl 2,3,6-tri-O-benzoyl-4-O-(2,3,6-tri-O-benzyl-4-deoxy-4-fluoro-α-D-galactopyranosyl)-β-D-galactopyranoside 
• 114682-64-3 methyl O-<2,3,6-tri-O-benzoyl-4-O-(bromoacetyl)-α-D-galactopyranosyl>-(1-4)-2,3,6-tri-O-benzoyl-β-D-galactopyranoside 
• 114682-58-5 methyl O-<2,3,6-tri-O-benzoyl-4-O-(bromoacetyl)-β-D-galactopyranosyl>-(1-4)-2,3,6-tri-O-benzoyl-β-D-galactopyranoside 
• 114682-52-9 methyl 2,3,6-tri-benzoyl-4-O-(bromoacetyl)-β-D-galactopyranoside 
• 124314-28-9 methyl 2,3,6-tri-O-benzoyl-4-O-(imidazol-1-ylthiocarbonyl)-β-D-galactopyranoside 

Relevant articles and documents

Quantifying the electronic effects of carbohydrate hydroxy groups by using aminosugar models

Methyl amino-deoxy-glycosides with α- and β-gluco, α-galacto, or α-manno stereochemistry with the amino functionality in each of the four possible non-anomeric positions have been synthesized and their pKa values determined by titration. These

Elucidation of the mechanism of polysaccharide cleavage by chondroitin AC lyase from Flavobacterium heparinum

Chondroitin AC lyase from Flavobacterium heparinum degrades chondroitin sulfate glycosaminoglycans via an elimination mechanism resulting in disaccharides or oligosaccharides with Δ4,5-unsaturated uronic acid residues at their nonreducing end. Mechanistic details concerning the ordering of the bond-breaking and -forming steps of this enzymatic reaction are nonexistent, mainly due to the inhomogeneous nature of the polymeric substrates. The creation of a new class of synthetic substrates for this enzyme has allowed the measurement of defined and reproducible kcat and Km values and has expanded the range of mechanistic studies that can be performed. The primary deuterium kinetic isotope effect upon kcat/Km for the abstraction of the proton α to the carboxylic acid was measured to be 1.67 ± 0.07, showing that deprotonation occurs in a rate-limiting step. Using substrates with leaving groups of differing reactivity, a flat linear free energy relationship was produced, indicating that the C4-O4 bond is not broken in a rate-determining step. Taken together, these results strongly suggest a stepwise mechanism. Consistent with this was the measurement of a secondary deuterium kinetic isotope effect upon kcat/Km of 1.01 ± 0.03 on a 4-{2H}-substrate, indicating that no sp2 character is developed at C4 during the rate-limiting step, thereby ruling out a concerted syn-elimination.

A general enzymatic method for the synthesis of natural and 'unnatural' UDP- and TDP-nucleotide sugars [20]

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