69948-03-4

Usage

Uses

Used in Organic Synthesis:
p-Nitrophenyl β-D-Cellobioside Heptacetate is used as a synthetic intermediate for the preparation of various organic compounds. Its unique structure allows it to be a versatile building block in the synthesis of complex organic molecules, including pharmaceuticals, agrochemicals, and other specialty chemicals. p-Nitrophenyl -D-Cellobioside Heptacetate's reactivity and functional groups make it suitable for a wide range of chemical reactions, such as esterification, glycosylation, and acylation, which are essential for the construction of diverse molecular architectures.
Used in Analytical Chemistry:
p-Nitrophenyl β-D-Cellobioside Heptacetate can be employed as a chromogenic substrate in analytical chemistry, particularly for the detection and quantification of enzymes that act on glycosidic bonds. p-Nitrophenyl -D-Cellobioside Heptacetate's 4-nitrophenyl group serves as a reporter group, which, upon enzymatic cleavage, releases a yellow-colored product that can be easily monitored spectrophotometrically. This property makes it a valuable tool for enzyme assays, such as those involving cellulases, xylanases, and other glycoside hydrolases, providing a convenient and sensitive method for enzyme activity measurements.
Used in Research and Development:
p-Nitrophenyl β-D-Cellobioside Heptacetate is also utilized in research and development settings, where it can be employed as a model compound to study the mechanisms of enzymatic reactions, the selectivity of catalysts, and the efficiency of synthetic routes. Its unique structure and reactivity make it an attractive candidate for probing the interactions between enzymes and their substrates, as well as for evaluating the performance of newly developed catalysts and synthetic methods.

Upstream product

• 100-02-7 4-nitro-phenol 
• 5328-50-7 D-cellobiose octaacetate 
• 69308-57-2 Acetic acid (3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-bromo-5-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester 

Downstream Products

• 3482-57-3 p-nitrophenyl β-D-cellobioside 
• 42935-24-0 p-aminophenyl β-cellobioside 
• 106927-48-4 4-nitrophenyl β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl-(1→4)-β-D-glucopyranoside 
• 129411-62-7 4-nitrophenyl β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl-(1→4)-β-D-cellobioside 
• 1373921-68-6 4-nitrophenyl β-D-fucopyranosyl-(1→4)-β-D-cellobioside 

Relevant academic research and scientific papers

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.

p-Aminophenyl β-cellobioside as an affinity ligand for exo-type cellulases

p-Aminophenyl β-cellobioside (PAPC) is shown to be an effective affinity ligand for the chromatographic fractionation of cellobiohydrolases (CBHs). A crude cellulase preparation from the filamentous fungus Trichoderma reesei served as a representative sou