1226-39-7

Usage

Uses

Used in Organic Synthesis:
4-NITROPHENYL-BETA-D-FUCOPYRANOSIDE is used as a key intermediate in the synthesis of complex organic molecules, particularly those involving fucopyranosides. Its unique structure allows for the formation of various derivatives, which can be further modified to create a wide range of compounds with different properties and applications.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 4-NITROPHENYL-BETA-D-FUCOPYRANOSIDE is used as a starting material for the development of new drugs targeting various diseases. Its structural similarity to natural fucopyranosides makes it an attractive candidate for the design of glycomimetics, which are compounds that mimic the structure and function of natural sugars. These glycomimetics can be used to modulate biological processes, such as cell-cell interactions and signal transduction pathways, which are often dysregulated in disease states.
Used in Glycobiology Research:
4-NITROPHENYL-BETA-D-FUCOPYRANOSIDE is also utilized in glycobiology research to study the role of fucopyranosides in various biological processes. By incorporating 4-NITROPHENYL-BETA-D-FUCOPYRANOSIDE into different molecular constructs, researchers can investigate the specific interactions between fucopyranosides and their binding partners, such as proteins and other carbohydrates. This information can be valuable for understanding the molecular mechanisms underlying various biological phenomena and for the development of novel therapeutic strategies.
Used in Analytical Chemistry:
In the field of analytical chemistry, 4-NITROPHENYL-BETA-D-FUCOPYRANOSIDE can be employed as a reference compound for the development and validation of analytical methods for the detection and quantification of fucopyranosides in various samples. Its unique chemical properties, such as its UV absorbance and fluorescence characteristics, make it an ideal candidate for the development of sensitive and selective assays for the analysis of fucopyranosides in complex biological matrices.

InChI:InChI=1/C12H15NO7/c1-6-9(14)10(15)11(16)12(19-6)20-8-4-2-7(3-5-8)13(17)18/h2-6,9-12,14-16H,1H3/t6-,9+,10+,11-,12+/m1/s1

Upstream product

• 100-02-7 4-nitro-phenol 
• 73-34-7 D-Fucose 
• 51921-33-6 1,2,3,4-tetra-O-acetyl-D-fucopyranose 
• 824-78-2 4-nitrophenol sodium salt 
• 5158-64-5 2,3,4-tri-O-acetyl-D-fucopyranosyl bromide 
• 84729-97-5 p-nitrophenyl 2,3,4-tri-O-acetyl-β-D-fucopyranoside 
• 5160-09-8 2,3,4‐tri‐O‐acetyl-α-L‐rhamnopyranosyl chloride 
• 18992-37-5 4-nitrophenyl-2,3,4,6-tetra-O-acetyl-α-L-rhamnopyranoside 

Downstream Products

• 88043-73-6 p-trifluoroacetamidophenyl 4-O-α-D-glucopyranosyl-α-L-rhamnopyranoside 
• 88043-71-4 p-nitrophenyl 2,3-O-isopropylidene-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-L-rhamnopyranoside 
• 88043-72-5 p-trifluoroacetamidophenyl 2,3-O-isopropylidene-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-L-rhamnopyranoside 
• 183879-03-0 p-nitrophenyl 3-O-methoxycarbonylmethyl-α-L-rhamnoside 
• 1604814-89-2 p-nitrophenyl β-D-galactofuranosyl-(1→4)-α-L-rhamnopyranoside 
• 100-02-7 4-nitro-phenol 
• 73-34-7 D-Fucose 
• 26255-70-9 4-nitrophenyl β-D-glucopyranosyl-(1->3)-β-D-glucopyranoside 
• 2713-54-4 α-D-mannopyranosyl fluoride 
• 88-75-5 2-hydroxynitrobenzene 
• 114284-03-6 p-nitrophenyl 4-O-(3,6-di-O-acetyl-2,4-di-O-benzyl-α-D-glucopyranosyl)-2,3-O-isopropylidene-α-L-rhamnopyranoside 
• 150412-54-7 p-trifluoroacetamidophenyl 4-O-benzyl-2-O-<4-O-(2,4-di-O-benzyl-3,6-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-α-L-rhamnopyranosyl>-3-O-methyl-α-L-rhamnopryranoside 
• 150424-95-6 p-nitrophenyl 4-O-benzyl-2-O-<4-O-(2,4-di-O-benzyl-3,6-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-α-L-rhamnopyranosyl>-3-O-methyl-α-L-rhamnopryranoside 
• 1053616-06-0 4-{(2S,3R,4R,5S,6S)-5-Benzyloxy-3-[(2S,3R,4R,5S,6S)-5-((2S,3R,4S,5R,6R)-3,5-bis-benzyloxy-4-methoxy-6-methoxymethyl-tetrahydro-pyran-2-yloxy)-3,4-dimethoxy-6-methyl-tetrahydro-pyran-2-yloxy]-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy}-phenylamine 

Relevant academic research and scientific papers

Synthesis of aryl α-O-L-rhamnopyranoside by two-step reaction in one pot

The title compounds were conveniently synthesized by a phase transfer catalyzed approach in two steps and one pot using the rhamnopyranosyl chloride as key intermediate. The twostep one-pot procedure is more convenient and environmentally friendly, compared to the published synthetic routes. Besides, the structure-reactivity relationship and the plausible mechanism for this base-catalyzed glycosylation were discussed bymeans of the Hammett equation.

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.