114718-46-6

Basic information

• Product Name: 1,2,3,6-tetra-O-benzoyl-α-D-galactopyranose
• Synonyms: 1,2,3,6-tetra-O-benzoyl-α-D-galactopyranose
• CAS NO: 114718-46-6
• Molecular Weight: 596.59
• Mol File: 114718-46-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1,2,3,6-tetra-O-benzoyl-α-D-galactopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,6-tetra-O-benzoyl-α-D-galactopyranose(114718-46-6)
• EPA Substance Registry System: 1,2,3,6-tetra-O-benzoyl-α-D-galactopyranose(114718-46-6)

Safety Data

• Hazardous Substances Data: 114718-46-6(Hazardous Substances Data)

Upstream product

• 10257-28-0 D-Galactose 
• 98-88-4 benzoyl chloride 
• 59-23-4 D-Galactose 

Downstream Products

• 189941-47-7 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-1,2,3,6-tetra-O-benzoyl-α-D-galactopyranose 
• 194039-98-0 C₆₈H₆₂O₁₅ 
• 1025482-97-6 1,2,3,6-tetra-O-benzoyl-4-O-trifluoromethylsulfonyl-D-galactopyranose 
• 194040-00-1 1,2,3,6-tetra-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-α-D-galactopyranosyl)-α-D-galactopyranose 
• 96103-32-1 methyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-α-D-galactopyranosyl)-β-D-galactopyranoside 
• 194040-01-2 C₆₁H₄₉BrO₁₇ 
• 194039-99-1 C₄₀H₃₈O₁₅ 
• 80446-81-7 p-nitrophenyl 4-O-α-D-galactopyranosyl-β-D-galactopyranoside 
• 151073-09-5 1,2,3,6-tetra-O-benzoyl-4-deoxy-α-D-xylo-hexopyranose 
• 106880-66-4 1,2,3,6-tetra-O-benzoyl-4-deoxy-4-iodo-α-D-glucopyranose 
• 189941-48-8 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-galactopyranosyl bromide 
• 189941-49-9 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-1,5-anhydro-3,6-di-O-benzoyl-2-deoxy-D-lyxo-hex-1-enitol 
• 461025-99-0 benzyl O-(2,3,6-tri-O-benzoyl-4-deoxy-4-fluoro-β-D-glucopyranosyl)-(1->3)-2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-tert-butyldimethylsilyl-β-D-galactopyranoside 
• 461026-01-7 benzyl O-(4-deoxy-4-fluoro-β-D-glucopyranosiduronic acid)-(1->3)-2-acetamido-2-deoxy-β-D-galactopyranoside 

Relevant articles and documents

Synthesis, photophysical properties, and photodynamic activity of positional isomers of TFPP-glucose conjugates

The synthesis and characterization of a ‘complete set’ of positional isomers of tetrakis(perfluorophenyl)porphyrins (TFPP)-glucose conjugates (1OH, 2OH, 3OH, 4OH, and 6OH) are reported herein. The cellular uptake and photocytotoxicity of these conjugates were examined in order to investigate the influence of location of the TFPP moiety on the D-glucose molecule on the biological activity of the conjugates. An In vitro biological evaluation revealed that the certain of these isomers have a greater effect on cellular uptake and cytotoxicity than others. The TFPP-glucose conjugates 1OH, 3OH, and 4OH were found to exert exceptional photocytotoxicity in several types of cancer cells compared to 2OH and 6OH substituted isomers.

Synthesis of modified aldonic acids and studies of their substrate efficiency for dihydroxy acid dehydratase (DHAD)

Modified aldopentonic and aldohexonic acids were synthesized in order to study the electronic requirements for a successful enzymatic conversion into their corresponding 2-keto 3-deoxy analogues by dihydroxy acid dehydratase (DHAD), an enzyme from the biosynthetic pathway of branched chain amino acids. Analytical tests with the novel artificial substrates (18)-(21) and (27) provided evidence that the amount of conversion could be enhanced by replacement of the hydroxy group at C 4 of L-arabinonic acid (21) with less electron-withdrawing, ambivalent or electron-donating substituents. Modified aldohexonic acids were no substrates for DHAD, perhaps due to less perfect binding to the active site presumably for steric reasons. For 4-deoxy-L-threo-pentonic acid (18) the enzymatic conversion into 3,4-dideoxy-2-ketopentonic acid (29) by DHAD could be achieved on a preparative scale.