110891-71-9

Basic information

• Product Name: 4-nitrophenyl (α-D-galactopyranosyl)-(1->3)-α-D-galactopyranoside
• Synonyms: 4-nitrophenyl (α-D-galactopyranosyl)-(1->3)-α-D-galactopyranoside
• CAS NO: 110891-71-9
• Molecular Weight: 463.395
• Mol File: 110891-71-9.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 4-nitrophenyl (α-D-galactopyranosyl)-(1->3)-α-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 4-nitrophenyl (α-D-galactopyranosyl)-(1->3)-α-D-galactopyranoside(110891-71-9)
• EPA Substance Registry System: 4-nitrophenyl (α-D-galactopyranosyl)-(1->3)-α-D-galactopyranoside(110891-71-9)

Safety Data

• Hazardous Substances Data: 110891-71-9(Hazardous Substances Data)

Upstream product

• 105600-45-1 p-nitrophenyl 2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside 
• 93979-05-6 p-nitrophenyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranoside 
• 14218-11-2 2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide 
• 81562-01-8 p-nitrophenyl 2-O-benzoyl-4,6-O-benzylidene-α-D-mannopyranoside 
• 58056-41-0 p-nitrophenyl 4,6-O-benzylidene-α-D-mannopyranoside 
• 105600-43-9 4-nitrophenyl 4,6-di-O-acetyl-α-D-mannopyranoside 
• 80264-82-0 p-nitrophenyl 2,3-O-isopropylidene-α-D-mannopyranoside 
• 105600-42-8 p-nitrophenyl 4,6-di-O-acetyl-2,3-O-isopropylidene-α-D-mannopyranoside 
• 7493-95-0 4-nitrophenyl α-D-galactoside 
• 186665-12-3 ethyl O-β-D-galactopyranosyl-(1-4)-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-glucopyranoside 
• 210281-95-1 β-D-mannopyranosyl fluoride 
• 10357-27-4 4-nitrophenyl-α-D-mannopyranoside 
• 439-03-2 2,3,4,6-tetra-O-acetyl-β-D-mannopyranosyl fluoride 
• 105600-44-0 p-nitrophenyl 2,4,6-tri-O-acetyl-α-D-mannopyranoside 

Downstream Products

• 1402245-97-9 C₄₄H₅₅NO₂₈ 
• 1402245-98-0 C₄₄H₅₅NO₂₈ 
• 1402245-87-7 C₂₄H₃₅NO₁₈ 
• 1402245-86-6 C₂₄H₃₅NO₁₈ 
• 188302-04-7 p-aminophenyl 3-O-(α-D-galactopyranosyl)-α-D-galactopyranoside 

Relevant articles and documents

Glycosidase-catalysed synthesis of di- and trisaccharide derivatives related to antigens involved in the hyperacute rejection of xenotransplants

A convenient enzymatic procedure, suitable for large scale preparation of the β-thioethyl 2-N-Teoc-derivative of Galα1-3Galβ1-4GlcNAc, is described (Teoc = 2,2,2-trichloroethoxycarbonyl). β-D-Galactosidase from Bullera singularis was used for the specific

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.

Creation of an α-mannosynthase from a broad glycosidase scaffold

α-Mannosides made easy: Mutation of a family-GH31 α-glucosidase that displays plasticity to alterations at the 2-OH position of donor substrates created an efficient α-mannoside-synthesizing biocatalyst. A simple fluoride donor reagent was used for the synthesis of a range of mono-α-mannosylated conjugates using the α-mannosynthase displaying low (unwanted) oligomerization activity. Copyright

Comparative study of new α-galactosidases in transglycosylation reactions

We have studied the potential of several newly cloned α-galactosidases to catalyze the regioselective synthesis of disaccharides using 4-nitrophenylgalactoside as a donor. The kinetics of the reactions were followed by in situ NMR spectroscopy. The following thermophilic enzymes have been tested: Aga A and an isoenzyme Aga B obtained from the strain KVE39 and Aga 285 from the strain IT285 of Bacillus stearothermophilus; Aga T is an α-galactosidase from Thermus brockianus (strain IT360). Two other non-thermophilic α-galactosidases have also been evaluated: Aga 1 (Streptococcus mutans, strain Ingbritt) and Raf A (Escherichia coli, strain D1021). For all of the enzymes studied, high regioselectivity was observed leading to two (1 → 6)-disaccharides: 4-nitrophenyl α-D-galactopyranosyl-(1 → 6)-α-D-galactopyranoside and methyl α-D-galactopyranosyl-(1 → 6)-α-D-galactopyranoside, which were obtained in 54% (Aga B) and 20% (Aga T) yields, respectively. (C) 2000 Elsevier Science Ltd.