6892-58-6

Basic information

• Product Name: 4-NITROPHENYL-ALPHA-L-ARABINOFURANOSIDE
• Synonyms: RARECHEM AH BS 0063;PNP-ALPHA-L-ARA;P-NITROPHENYL ALPHA-L-ARABINOFURANOSIDE;4-NITROPHENYL-ALPHA-L-ARABINOFURANOSIDE;P-NITROPHENYL A-L-ARABINOFURANOSIDE;.alpha.-L-Arabinofuranoside, 4-nitrophenyl;4-nitrophenyl α-l-arabinofuranoside;4-Nitrophenyla-L-arabinofuranoside
• CAS NO: 6892-58-6
• Molecular Formula: C₁₁H₁₃NO₇
• Molecular Weight: 271.22
• EINECS: 1533716-785-6
• Product Categories: Arabinofuranosidase III, alpha-L-Enzyme Substrates;Arabinofuranosidase III, alpha-L-Substrates;Arabinoside;Chromogenic;Enzyme Substrates;Protease Substrates;Substrates by Enzyme
• Mol File: 6892-58-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: 157-159℃
• Boiling Point: 553.7oC at 760 mmHg
• Flash Point: 288.7oC
• Appearance: white to slightly yellowish crystalline powder
• Density: 1.562g/cm3
• Vapor Pressure: 4.29E-13mmHg at 25°C
• Refractive Index: 1.636
• Storage Temp.: −20°C
• Solubility: methanol: 50 mg/mL, clear, light yellow
• PKA: 12.77±0.70(Predicted)
• Stability: Hygroscopic
• BRN: 1688357
• CAS DataBase Reference: 4-NITROPHENYL-ALPHA-L-ARABINOFURANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-NITROPHENYL-ALPHA-L-ARABINOFURANOSIDE(6892-58-6)
• EPA Substance Registry System: 4-NITROPHENYL-ALPHA-L-ARABINOFURANOSIDE(6892-58-6)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 6892-58-6(Hazardous Substances Data)

Usage

Chemical Properties

Off-white powder

Uses

4-Nitrophenyl-α-L-arabinofuranoside is a substrate for the enzyme arabinofuranosidase.

InChI:InChI=1/C11H13NO7/c13-5-8-9(14)10(15)11(19-8)18-7-3-1-6(2-4-7)12(16)17/h1-4,8-11,13-15H,5H2/t8-,9-,10+,11+/m0/s1

Upstream product

• 100645-43-0 p-nitrophenyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranoside 
• 535960-65-7 p-nitrophenyl 3,5-di-O-acetyl-α-L-arabinofuranoside 
• 100-02-7 4-nitro-phenol 
• 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 
• 56272-01-6 1,2,3,5-tetra-O-acetyl-L-arabinofuranose 
• 880491-85-0 p-nitrophenyl 2,5-di-O-acetyl-α-L-arabinofuranoside 
• 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 

Downstream Products

• 100-02-7 4-nitro-phenol 
• 102045-32-9 methyl α-L-arabinofuranoside 
• 38029-69-5 α-L-arabinofuranoside 
• 535960-65-7 p-nitrophenyl 3,5-di-O-acetyl-α-L-arabinofuranoside 
• 535960-68-0 p-nitrophenyl 3,5-O-(1,1,3,3-tetraisopropyldisiloxane)-α-L-arabinofuranoside 
• 134149-34-1 allyl-α-L-arabinofuranoside 
• 59997-96-5 p-nitrophenyl α-L-arabinofuranosyl-(1->5)-α-L-arabinofuranoside 
• 880491-85-0 p-nitrophenyl 2,5-di-O-acetyl-α-L-arabinofuranoside 
• 535960-64-6 4-nitrophenyl 2,3,6-tri-O-acetyl-5-deoxy-α-L-arabino-hexofuranoside 
• 953429-49-7 p-nitrophenyl 2-O-phenylthionocarbonate-3,5-O-(1,1,3,3-tetraisopropyldisiloxane)-α-L-arabinofuranoside 
• 953429-50-0 p-nitrophenyl 2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxane)-α-L-arabinofuranoside 
• 195386-05-1 p-nitrophenyl 2-deoxy-α-L-erythro-pentofuranoside 
• 59997-94-3 p-nitrophenyl 2,3-di-O-acetyl-α-L-arabinofuranoside 
• 535960-66-8 p-nitrophenyl 2-O-(4'-O-acetylferuloyl)-3,5-di-O-acetyl-α-L-arabinofuranoside 

Relevant articles and documents

Preparation of p-nitrophenyl β-l-arabinofuranoside as a substrate of β-l-arabinofuranosidase

Synthesis of p-nitrophenyl β-l-arabinofuranoside 1 as the substrate for novel β-l-arabinofuranosidase has been achieved by using both our inter- and intra-molecular glycosylation methodologies. Although the intermolecular glycosylation with l-Araf donors 3 and 4 resulted in a mixture of both α- and β-isomers, NAP ether-mediated IAD with 3 and 6 afforded the desired β-l-arabinofuranoside stereospecifically which was confirmed by NMR analysis on the 3JH1-H2 coupling constant and 13C chemical shift of C1. As expected, 1 has been revealed to be an efficient substrate in the biological study of a novel β- arabinofuranosidase such as HypBA1 with higher apparent affinity compared with other reported substrates.

The acetates of p-nitrophenyl α-L-arabinofuranoside - Regioselective preparation by action of lipases

All possible di-O-acetates and mono-O-acetates of p-nitrophenyl α-l-arabinofuranoside were prepared by chemoenzymatic way using lipases. The 2,3-di-O-acetate was obtained in 90% yield by deacetylation of the primary acetyl group of per-O-acetylated p-nitr