144683-70-5

Basic information

• Product Name: p-nitrophenyl O-β-D-galactopyranosyl-(1->4)-β-D-xylopyranoside
• Synonyms: p-nitrophenyl O-β-D-galactopyranosyl-(1->4)-β-D-xylopyranoside
• CAS NO: 144683-70-5
• Molecular Weight: 433.369
• Mol File: 144683-70-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: p-nitrophenyl O-β-D-galactopyranosyl-(1->4)-β-D-xylopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: p-nitrophenyl O-β-D-galactopyranosyl-(1->4)-β-D-xylopyranoside(144683-70-5)
• EPA Substance Registry System: p-nitrophenyl O-β-D-galactopyranosyl-(1->4)-β-D-xylopyranoside(144683-70-5)

Safety Data

• Hazardous Substances Data: 144683-70-5(Hazardous Substances Data)

Upstream product

• 2001-96-9 p-nitrophenyl β-D-xylopyranoside 
• 2816-24-2 o-nitrophenyl D-galactopyranoside 
• 3150-24-1 4-nitrophenyl-β-D-galactopyranoside 
• 250129-74-9 5-nitro-2-pyridyl β-D-galactoside 
• 249928-93-6 (3-nitro-2-pyridyl) β-D-galactopyranoside 
• 2021-62-7 β-D-galactopyranosyl fluoride 
• 2021-84-3 α-galactosyl fluoride 
• 3068-32-4 1-bromo-2,3,4,6-tetra-O-acetyl-D-galactopyranose 
• 25878-60-8 D-galactose pentaacetate 
• 4163-45-5 2,3,4,6-tetra-O-acetyl-β-galactopyranosyl fluoride 
• 2956-16-3 uridine 5'-diphospho-D-galactose 
• 439-03-2 2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl fluoride 
• 87-72-9 D-Xylose 
• 24624-78-0 1-O-(4-nitrophenyl)-2,3,4-tri-O-acetyl-β-D-xylopyranoside 

Downstream Products

• 182925-05-9 p-nitrophenyl O-β-D-galactopyranosyl-(1->3)-O-(6-O-acetyl-β-D-galactopyranosyl)-(1->4)-β-D-xylopyranoside 
• 182925-04-8 p-nitrophenyl O-(6-O-acetyl-β-D-galactopyranosyl)-(1->4)-β-D-xylopyranoside 

Relevant articles and documents

Glycosynthase with broad substrate specificity-an efficient biocatalyst for the construction of oligosaccharide library

A versatile glycosynthase (TnG-E338A) with strikingly broad substrate scope has been developed from Thermus nonproteolyticus β-glycosidase (TnG) by using site-directed mutagenesis. The practical utility of this biocatalyst has been demonstrated by the facile generation of a small library containing various oligosaccharides and a steroidal glycoside (total 25 compounds) in up to 100 % isolated yield. Moreover, an array of eight gluco-oligosaccharides has been readily synthesized by the enzyme in a one-pot, parallel reaction, which highlights its potential in the combinatorial construction of a carbohydrate library that will assist glycomic and glycotherapeutic research. Significantly, the enzyme provides a means by which glycosynthase technology may be extended to combinatorial chemistry.

Acceptor-dependent regioselectivity of glycosynthase reactions by Streptomyces E383A β-glucosidase

The nonnucleophilic mutant E383A β-glucosidase from Streptomyces sp. has proven to be an efficient glycosynthase enzyme, catalyzing the condensation of α-glucosyl and α-galactosyl fluoride donors to a variety of acceptors. The enzyme has maximal activity

Chemoenzymatic synthesis of a trisaccharide-serine conjugate, gal(β1-3)gal(β1-4)xyl(β1-o)-l-ser, use of galactosyl fluoride as a donor for transglycosylation

The trisaccharide - serine conjugate [Gal(β1-3)Gal(β1-4)Xyl(β-Ser], constituting the linkage region between the glycosaminoglycan and protein in proteoglycan, was synthesized by using enzymatic transglycosylation with a β-D-galactosidase as a key reaction. The yields of transglycosylation were much improved by using galactosyl fluoride as a donor in comparison with those obtained by a conventional p-nitrophenyl (PNP) galactoside. After enzymatic synthesis of Gal(β1-3)Gal(β1-4)Xyl(β)-PNP, cleavage of the PNP group of the fully acetylated trisaccharide, chemical coupling with serine, and final deprotection afforded Gal(β1-3)Gal(β1-4)Xyl(β)-Ser.