17042-39-6

Basic information

• Product Name: (4-NITRO)PHENYL-2,3,4,6-TETRA-O-ACETYL-ALPHA-D-GALACTOPYRANOSIDE
• Synonyms: (4-NITRO)PHENYL-2,3,4,6-TETRA-O-ACETYL-ALPHA-D-GALACTOPYRANOSIDE;4-Nitrophenyl α-D-Galactopyranoside 2,3,4,6-Tetraacetate;NSC 89590;p-Nitrophenyl 2,3,4,6-Tetra-O-acetyl-α-D-galactopyranoside;4-Nitrophenyl a-D-Galactopyranoside 2,3,4,6-Tetraacetate;p-Nitrophenyl 2,3,4,6-Tetra-O-acetyl-a-D-galactopyranoside;4-Nitrophenyl 2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside
• CAS NO: 17042-39-6
• Molecular Formula: C₂₀H₂₃NO₁₂
• Molecular Weight: 469.39612
• Product Categories: 13C & 2H Sugars;Carbohydrates & Derivatives
• Mol File: 17042-39-6.mol
• Article Data: 38

Chemical Properties

• Melting Point: 129-130 °C
• Boiling Point: 559.3°Cat760mmHg
• Flash Point: 207.1°C
• Appearance: /
• Density: 1.38g/cm³
• Vapor Pressure: 1.53E-12mmHg at 25°C
• Refractive Index: 1.54
• Solubility: Chloroform
• CAS DataBase Reference: (4-NITRO)PHENYL-2,3,4,6-TETRA-O-ACETYL-ALPHA-D-GALACTOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (4-NITRO)PHENYL-2,3,4,6-TETRA-O-ACETYL-ALPHA-D-GALACTOPYRANOSIDE(17042-39-6)
• EPA Substance Registry System: (4-NITRO)PHENYL-2,3,4,6-TETRA-O-ACETYL-ALPHA-D-GALACTOPYRANOSIDE(17042-39-6)

Safety Data

• Hazardous Substances Data: 17042-39-6(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Uses

p-Nitrophenyl 2,3,4,6-Tetra-O-acetyl-α-D-galactopyranoside (cas# 17042-39-6) is a compound useful in organic synthesis.

InChI:InChI=1/C20H23NO12/c1-10(22)28-9-16-17(29-11(2)23)18(30-12(3)24)19(31-13(4)25)20(33-16)32-15-7-5-14(6-8-15)21(26)27/h5-8,16-20H,9H2,1-4H3

Upstream product

• 100-02-7 4-nitro-phenol 
• 3068-32-4 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside 
• 4163-60-4 β-D-galactose peracetate 
• 108-24-7 acetic anhydride 
• 3150-24-1 4-nitrophenyl-β-D-galactopyranoside 
• 86520-63-0 2,3,4,6-tetra-O-acetyl-α-galactopyranosyl trichloroacetimidate 
• 3068-32-4 1-bromo-2,3,4,6-tetra-O-acetyl-D-galactopyranose 
• 10257-28-0 D-Galactose 
• 3947-62-4 2,3,4,6-tetra-O-acetyl-α/β-D-galactopyranose 
• 24067-17-2 4-nitrophenylboronic acid 
• 824-78-2 4-nitrophenol sodium salt 
• 572-10-1 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl chloride 
• 2872-66-4 4-nitrophenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside 
• 25878-60-8 D-galactose pentaacetate 

Downstream Products

• 3150-24-1 4-nitrophenyl-β-D-galactopyranoside 
• 7493-95-0 4-nitrophenyl α-D-galactoside 
• 42011-36-9 (2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-(4-aminophenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 152704-98-8 2,3,4,6-tetra-O-acetyl-p-aminophenyl-α-D-galactopyranoside 
• 1381777-82-7 p-(α-azidoacetamido)phenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside 
• 1427462-40-5 5-(-N-(p-O-(2,3,4,6-tetra-O-acetyl-β-D-galactosyl)phenyl)-aminocarbonyl)-2,2'-bipyridine 
• 1427462-44-9 5-(-N-(p-O-(β-D-galactosyl)phenyl)-aminocarbonyl)-2,2'-bipyridine 
• 5094-33-7 p-aminophenyl β-D-galactopyranoside 

Relevant articles and documents

Nitrogen-containing aromatic ring derivative containing galactose and application thereof

The invention belongs to the technical field of medicines, and relates to a nitrogen-containing aromatic ring derivative containing galactose, application thereof and a pharmaceutical composition containing the compound. The invention also relates to a method for preparing the compound and the pharmaceutical composition, and application of the compound and the pharmaceutical composition in prevention or treatment of tumors, inflammatory diseases, autoimmune diseases and other diseases, especially tumors.

Chemo-enzymatic synthesis of p-nitrophenyl β-D-galactofuranosyl disaccharides from Aspergillus sp. fungal-type galactomannan

β-D-Galactofuranose (Galf) is a component of polysaccharides and glycoconjugates. There are few reports about the involvement of galactofuranosyltransferases and galactofuranosidases (Galf-ases) in the synthesis and degradation of galactofuranose-containing glycans. The cell walls of filamentous fungi in the genus Aspergillus include galactofuranose-containing polysaccharides and glycoconjugates, such as O-glycans, N-glycans, and fungal-type galactomannan, which are important for cell wall integrity. In this study, we investigated the synthesis of p-nitrophenyl β-D-galactofuranoside and its disaccharides by chemo-enzymatic methods including use of galactosidase. The key step was selective removal of the concomitant pyranoside by enzymatic hydrolysis to purify p-nitrophenyl β-D-galactofuranoside, a promising substrate for β-D-galactofuranosidase from Streptomyces species.

Beta-galactosidase-responsive synthetic biomarker for targeted tumor detection

Tumor biomarkers are highly desirable for the screening of patients with a risk of tumor development and progression. Here, we report a beta-galactosidase (β-gal)-responsive acetaminophen (β-GR-APAP) as a synthetic plasma biomarker for targeted tumor detection. Tumor β-gal labeling via the recognition of tumor-related antigen enabled the detection of a tumor using β-GR-APAP.