59495-69-1

Basic information

• Product Name: .beta.-D-Ribofuranoside, 4-nitrophenyl
• Synonyms: .beta.-D-Ribofuranoside, 4-nitrophenyl;4-Nitrophenyl β-D-ribofuranoside;p-Nitrophenyl-β-D-ribofuranoside;4-Nitrophenyl beta-D-ribofuranoside;p-Nitrophenyl β-D-ribofuranoside≥ 97% (HPLC);4-Nitrophenyl b-D-ribofuranoside
• CAS NO: 59495-69-1
• Molecular Formula: C₁₁H₁₃NO₇
• Molecular Weight: 271.22
• Mol File: 59495-69-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 553.7±50.0 °C(Predicted)
• Appearance: /
• Density: 1.562±0.06 g/cm3(Predicted)
• Storage Temp.: ?20°C
• PKA: 12.77±0.70(Predicted)
• CAS DataBase Reference: .beta.-D-Ribofuranoside, 4-nitrophenyl(CAS DataBase Reference)
• NIST Chemistry Reference: .beta.-D-Ribofuranoside, 4-nitrophenyl(59495-69-1)
• EPA Substance Registry System: .beta.-D-Ribofuranoside, 4-nitrophenyl(59495-69-1)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 59495-69-1(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white powder

Upstream product

• 100-02-7 4-nitro-phenol 
• 56272-01-6 1,2,3,5-tetra-O-acetyl-L-arabinofuranose 
• 10257-32-6 D-ribose 
• 6974-32-9 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose 
• 535960-66-8 p-nitrophenyl 2-O-(4'-O-acetylferuloyl)-3,5-di-O-acetyl-α-L-arabinofuranoside 
• 535960-67-9 p-nitrophenyl 5-O-(4'-O-acetylferuloyl)-2,3-di-O-acetyl-α-L-arabinofuranoside 
• 1235988-90-5 p-nitrophenyl 3-O-(4'-O-acetylferuloyl)-2,5-di-O-acetyl-α-L-arabinofuranoside 
• 13039-64-0 (2S,3R,4R)-2-(hydroxymethyl)-5-methoxytetrahydrofuran-3,4-diol 
• 189074-35-9 1-O-Acetyl-2,3,5-tri-O-benzoyl-α/β-L-arabinofuranoside 
• 5328-37-0 L-arabinose 
• 404574-12-5 methyl 2,3,5-tri-O-benzoyl-1-α-L-arabinofuranoside 
• 535960-65-7 p-nitrophenyl 3,5-di-O-acetyl-α-L-arabinofuranoside 
• 880491-85-0 p-nitrophenyl 2,5-di-O-acetyl-α-L-arabinofuranoside 
• 100645-43-0 p-nitrophenyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranoside 

Downstream Products

• 127086-72-0 2',3'-O-(o,o'-biphenylenemethylidene)-1',5'-cycloribofuranose 
• 116910-88-4 p-nitrophenyl 2',3'-O-(o,o'-biphenylenemethylidene)ribofuranoside 
• 134149-34-1 allyl-α-L-arabinofuranoside 
• 59997-96-5 p-nitrophenyl α-L-arabinofuranosyl-(1->5)-α-L-arabinofuranoside 
• 535960-64-6 4-nitrophenyl 2,3,6-tri-O-acetyl-5-deoxy-α-L-arabino-hexofuranoside 
• 535960-66-8 p-nitrophenyl 2-O-(4'-O-acetylferuloyl)-3,5-di-O-acetyl-α-L-arabinofuranoside 
• 174229-33-5 p-nitrophenyl β-D-ribose 5'-phosphate 
• 120019-54-7 1-O-acetyl-2,3,5-tri-O-benzoyl-β-L-arabinofuranoside 
• 42793-97-5 2,3,5-tri-O-benzoyl-1-O-methyl-α-L-arabinofuranose 
• 42868-96-2 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl bromide 
• 127086-70-8 p-nitrophenyl endo-2',3'-O-(1-aminocarbonyl-o,o'-biphenylenemethylidene)ribofuranoside 
• 104826-48-4 p-nitrophenyl 2-O-benzyl-5-O-triphenylmethyl-β-D-ribofuranoside 3-(2-chlorophenyl 1,2,3,4-tetra-O-benzyl-D-ribit-5-yl phosphate) 
• 104826-46-2 (2S,3R,4S,5R)-4-Benzyloxy-2-(4-nitro-phenoxy)-5-trityloxymethyl-tetrahydro-furan-3-ol 
• 104826-45-1 p-nitrophenyl 2-O-benzyl-5-O-triphenylmethyl-β-D-ribofuranoside 

Relevant articles and documents

Direct Synthesis of para-Nitrophenyl Glycosides from Reducing Sugars in Water

Reducing sugars may be directly converted into the corresponding para-nitrophenyl (pNP) glycosides using 2-chloro-1,3-dimethylimidazolinium chloride (DMC), para-nitrophenol, and a suitable base in aqueous solution. The reaction is stereoselective for sugars with either a hydroxyl or an acetamido group at position 2, yielding the 1,2-trans pNP glycosides. A judicious choice of base allows extension to di-and oligosaccharide substrates, including a complex N-glycan oligosaccharide isolated from natural sources, without the requirement of any protecting group manipulations

Preparation of regioselectively feruloylated p-nitrophenyl α-l-arabinofuranosides and β-d-xylopyranosides-convenient substrates for study of feruloyl esterase specificity

p-Nitrophenyl α-l-arabinofuranoside and β-d-xylopyranoside mono-O-ferulates were prepared by 4-O-acetylferuloylation of corresponding enzymatically prepared di-O-acetates followed by deacetylation. An alternative mild acylation catalysed by zinc oxide was tested on xylopyranoside derivatives. The chemoselective methanolysis of the acetyl groups using neutral catalyst dibutyltin oxide at reflux was used as deacetylation method. Under these conditions a significant feruloyl migration was observed mainly on p-nitrophenyl 3-O-feruloyl-β-d-xylopyranoside resulting in low yields of the positional isomers. Investigation of substrate and positional specificity of different types of feruloyl esterases on the presented compounds in enzyme-coupled assays was reported previously.

Enzymatic synthesis of alkyl arabinofuranosides using a thermostable α-L-arabinofuranosidase

A thermostable α-L-arabinofuranosidase was tested for its ability to perform transglycosylation with different alcohol acceptors. Reactions were characterized by high rates with optimal synthesis being obtained within 10 min. Both primary and secondary al