1223-07-0

Basic information

• Product Name: P-NITROPHENYL ALPHA-L-ARABINOPYRANOSIDE
• Synonyms: 4-NITROPHENYL-ALPHA-L-ARABINOPYRANOSIDE;P-NITROPHENYL ALPHA-L-ARABINOPYRANOSIDE;P-nitrophenyl-A-L-arabinopyranoside;4-Nitrophenyla-L-arabinopyranoside;(2S,3R,4S,5S)-2-(4-nitrophenoxy)tetrahydro-2H-pyran-3,4,5-triol;4-Nitrophenyl α-L-arabinopyranoside ,98%;(2S,3R,4S,5S)-2-(4-Nitrophenoxy)tetrahydropyran-3,4,5-triol;(2S,3R,4S,5S)
• CAS NO: 1223-07-0
• Molecular Formula: C₁₁H₁₃NO₇
• Molecular Weight: 271.22
• EINECS: 1592732-453-0
• Product Categories: Activity;Arabinoside;Chromogenic;ChromogenicSubstrates;Enzyme Substrates
• Mol File: 1223-07-0.mol
• Article Data: 1

Chemical Properties

• Melting Point: 205°C
• Boiling Point: 1.597 g/cm³
• Flash Point: 270.2 °C
• Appearance: /
• Density: 1.597 g/cm³
• Vapor Pressure: 8.94E-12mmHg at 25°C
• Refractive Index: 1.654
• Storage Temp.: −20°C
• PKA: 12.67±0.70(Predicted)
• CAS DataBase Reference: P-NITROPHENYL ALPHA-L-ARABINOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: P-NITROPHENYL ALPHA-L-ARABINOPYRANOSIDE(1223-07-0)
• EPA Substance Registry System: P-NITROPHENYL ALPHA-L-ARABINOPYRANOSIDE(1223-07-0)

Safety Data

• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 1223-07-0(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white crystalline powder

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

Upstream product

• 100-02-7 4-nitro-phenol 
• 14227-90-8 2,3,4-tri-O-acetyl-α-L-arabinopyranosyl bromide 

Downstream Products

• 1089715-92-3 p-amidophenyl-α-L-arabinopyranoside 
• 100-02-7 4-nitro-phenol 
• 643758-65-0 p-Nitrophenyl 2,3-di-O-benzoyl-α-L-arabinopyranoside 

Relevant articles and documents

Carbohydrate-carbohydrate interactions in water with glycophanes as model systems

The synthesis and conformational properties of glycophanes 2 and 3 (cyclodextrin-cyclophane hybrid receptors containing two maltose units linked by (4-hydroxymethyl) benzoic acid spacer) are described. The binding properties in water of these receptors with a series of 4-nitrophenyl glycosides with α- and β-configurations at the anomeric center have been studied using 1H NMR spectroscopy and molecular mechanics calculations. A comparison of these properties with those of glycophane 1 (an α,α-trehalose containing glycophane) and α-cyclodextrin (αCD) using the same glycosides shows the existence of a stabilizing contribution to the free energy of binding in the case of of glycophanes but not in the case of the αCD system. This contribution is due to carbohydrate-carbohydrate interactions between both host and guest lipophilic sugar surfaces. Glycophanes 1, 2, and 3 show similar α/β selectivity on binding the ligands, despite the great flexibility of 3 related to 1 and 2. Parallels are drawn between the thermodynamic behavior of these model systems and that proposed for sugar- protein interactions.