4-Aminophenyl-beta-D-galactopyranoside

Base Information

• Chemical Name: 4-Aminophenyl-beta-D-galactopyranoside
• CAS No.: 5094-33-7
• Molecular Formula: C12H17NO6
• Molecular Weight: 271.27
• Hs Code.: 29400090
• Nikkaji Number: J631.159H
• Mol file: 5094-33-7.mol

Synonyms:4-aminophenyl-beta-galactoside;4-aminophenyl-beta-galactoside, (alpha-D)-isomer;p-aminophenyl-beta-D-galactopyranoside;para-aminophenyl-beta-D-galactopyranoside

Chemical Property of 4-Aminophenyl-beta-D-galactopyranoside

Chemical Property:

• Appearance/Colour: off-white powder
• Vapor Pressure: 3.43E-13mmHg at 25°C
• Melting Point: 163 °C
• Refractive Index: -39.5 ° (C=1, H2O)
• Boiling Point: 555.9 °C at 760 mmHg
• PKA: 12.93±0.70(Predicted)
• Flash Point: 290 °C
• PSA: 125.40000
• Density: 1.517 g/cm³
• LogP: -0.97130
• Storage Temp.: −20°C
• XLogP3: -1
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 271.10558726
• Heavy Atom Count: 19
• Complexity: 283

Purity/Quality:

98%, ^*data from raw suppliers

PAPOLG ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1N)OC2C(C(C(C(O2)CO)O)O)O
• Isomeric SMILES: C1=CC(=CC=C1N)O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O
• Uses: 4-Aminophenyl β-D-galactopyranoside (PAPG, 4-APG) is used as a substrate for the development of β-galactosidase(s) (GUS)-dependent assay systems via the formation of an electroactive product. It may be used to create affinity matricies for the capture or purification of β-galactosidase(s).

Technology Process of 4-Aminophenyl-beta-D-galactopyranoside

There total 12 articles about 4-Aminophenyl-beta-D-galactopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

4-nitrophenyl-β-D-galactopyranoside (3150-24-1) → p-aminophenyl β-D-galactopyranoside (5094-33-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 3h;

DOI:10.1246/bcsj.73.2553

Reference yield: 78.0%

palladium-on-active charcoal + 4-nitrophenyl-β-D-galactopyranoside (3150-24-1) → p-aminophenyl β-D-galactopyranoside (5094-33-7)

Guidance literature:

In methanol; water;

Reference yield:

p-nitrophenyl 2,3,4,6-tetra-O-acetyl-α-D-galactopyranoside (17042-39-6) → p-aminophenyl β-D-galactopyranoside (5094-33-7)

Guidance literature:

Multi-step reaction with 2 steps

1: barium hydroxide; water

2: platinum; ethanol / Hydrogenation

With barium dihydroxide; ethanol; water; platinum;

DOI:10.1084/jem.50.4.521

upstream raw materials:

4-nitrophenyl-β-D-galactopyranoside

p-nitrophenyl 2,3,4,6-tetra-O-acetyl-α-D-galactopyranoside

4-nitrophenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

2,3,4,6-tetra-O-acetyl-α-galactopyranosyl trichloroacetimidate

Downstream raw materials:

C₄₂H₄₈N₆O₂₁

C₂₈H₃₉ClN₂O₁₀

C₃₄H₅₁N₃O₁₀

C₂₈H₄₀N₂O₉

Refernces

• 1、 Daniellou, Richard,Didak, Blanka,Guillotin, Laure,Lafite, Pierre,Landemarre, Ludovic,Lemiègre, Lo?c,Peyrot, Cédric. "Enzymatic Synthesis of a Series of Thioglycosides: Analogs of Arbutin with Efficient Antipigmentation Properties". . p. 3812 - 3818. Retrieved 2021/08/24.
• 2、 -. "CARBOHYDRATE FUNCTIONALISED SURFACES". Paragraph 0200; 0203-0204. . Retrieved 2014/09/29.