344550-92-1

Basic information

• Product Name: Benzyl 6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside
• Synonyms: Benzyl 6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside
• CAS NO: 344550-92-1
• Molecular Weight: 492.569
• Mol File: 344550-92-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Benzyl 6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Benzyl 6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside(344550-92-1)
• EPA Substance Registry System: Benzyl 6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside(344550-92-1)

Safety Data

• Hazardous Substances Data: 344550-92-1(Hazardous Substances Data)

Upstream product

• 4163-60-4 β-D-galactose peracetate 
• 56341-65-2 Benzyl 4,6-O-benzylidene-β-D-galactopyranoside 
• 57783-80-9 benzyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside 
• 74801-06-2 benzyl 2,3-di-O-benzyl-4,6-ol-β-D-galactopyranoside 
• 108-24-7 acetic anhydride 
• 100-51-6 benzyl alcohol 
• 4304-12-5 benzyl β-D-galactopyranoside 
• 10343-13-2 benzyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside 

Downstream Products

• 344551-13-9 Benzyl O-[2,3-di-O-benzyl-4-O-O-(4-methoxyphenyl)-α-D-galactopyranosyl]-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside 
• 344551-12-8 Benzyl O-[2,3-di-O-benzyl-4-O-chloroacetyl-6-O-(4-methoxyphenyl)-α-D-galactopyranosyl]-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside 

Relevant articles and documents

α-Galactobiosyl units: Thermodynamics and kinetics of their formation by transglycosylations catalysed by the GH36 α-galactosidase from Thermotoga maritima

Broad regioselectivity of α-galactosidase from Thermotoga maritima (TmGal36A) is a limiting factor for application of the enzyme in the directed synthesis of oligogalactosides. However, this property can be used as a convenient tool in studies of thermodynamics of a glycosidic bond. Here, a novel approach to energy difference estimation is suggested. Both transglycosylation and hydrolysis of three types of galactosidic linkages were investigated using total kinetics of formation and hydrolysis of pNP-galactobiosides catalysed by monomeric glycoside hydrolase family 36 α-galactosidase from T. maritima, a retaining exo-acting glycoside hydrolase. We have estimated transition state free energy differences between the 1,2- and 1,3-linkage (ΔΔG?0 values were equal 5.34 ± 0.85 kJ/mol) and between 1,6-linkage and 1,3-linkage (ΔΔG?0 = 1.46 ± 0.23 kJ/mol) in pNP-galactobiosides over the course of the reaction catalysed by TmGal36A. Using the free energy difference for formation and hydrolysis of glycosidic linkages (ΔΔG?F - ΔΔG?H), we found that the 1,2-linkage was 2.93 ± 0.47 kJ/mol higher in free energy than the 1,3-linkage, and the 1,6-linkage 4.44 ± 0.71 kJ/mol lower.