1397682-61-9

Basic information

• Product Name: Propargyl-PEG5-tetra-Ac-beta-D-galactose
• Synonyms: Propargyl-PEG5-tetra-Ac-beta-D-galactose
• CAS NO: 1397682-61-9
• Molecular Formula: C₂₅H₃₈O₁₄
• Molecular Weight: 562.57
• Mol File: 1397682-61-9.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Propargyl-PEG5-tetra-Ac-beta-D-galactose(CAS DataBase Reference)
• NIST Chemistry Reference: Propargyl-PEG5-tetra-Ac-beta-D-galactose(1397682-61-9)
• EPA Substance Registry System: Propargyl-PEG5-tetra-Ac-beta-D-galactose(1397682-61-9)

Safety Data

• Hazardous Substances Data: 1397682-61-9(Hazardous Substances Data)

Usage

Description

Propargyl-PEG5-tetra-Ac-beta-D-galactose is a Click Chemistry-ready crosslinker containing a propargyl group and beta-D-galactose. The propargyl groups can react with azide-bearing compounds or biomolecules via copper catalyzed azide-alkyne Click Chemistry to yield stable triazole linkages. D-galactose increases solubility in aqueous media and a the selectivity of the PEGlation reaction.

Upstream product

• 87450-10-0 3,6,9,12-tetraoxapentadec-14-yn-1-ol 
• 14199-53-2 peracetylated β-D-glucose 
• 4163-60-4 β-D-galactose peracetate 
• 112-60-7 Tetraethylene glycol 
• 25878-60-8 D-galactose pentaacetate 

Downstream Products

• 1360446-35-0 C₄₅H₅₁N₅O₁₇*C₈₂H₁₀₂N₁₀O₃₂ 
• 1397682-63-1 {2-[2-(2-(2-propyn-1-yloxy)ethoxy)ethoxy]ethoxy}ethyl-β-D-galactopyranoside 

Relevant articles and documents

Click Chemistry-Assisted Synthesis of a β- D -Galactose-Targeted SiO2@RC Shell-Core Structure as a Nanoplatform for Metal-Based Complex Delivery

A facile reversed-phase microemulsion method was used to synthesize shell-core nanospheres of SiO2@RCs (SiO2-encapsuled rare-earth metal complexes). β-d-Galactose was then grafted onto the surfaces of the nanospheres through the copper(I)-catalyzed azide-alkyne cycloaddition click reaction for targeted delivery. The chemical characteristics and surface profiles of the nanocarriers were investigated by Fourier transform infrared spectroscopy, dynamic light scattering, transmission electron microscopy, and scanning electron microscopy. A high-efficiency microwave synthesis method was applied to prepare five complex cores by the reaction of different rare-earth metal salts with two isomeric ligands, o-CPA (2-chlorophenoxyacetic acid) and m-CPA (3-chlorophenoxyacetic acid). The crystal structures of the five synthesized RC cores were confirmed through X-ray diffraction, which revealed the formulas of five RCs, [Dy(o-CPA)3(H2O)]·H2O RC1, [Ho(o-CPA)3(H2O)]·H2O RC2, 2[Er(m-CPA)3(H2O)]·3H2O RC3, 2[Gd(m-CPA)3(H2O)]·3H2O RC4, and [Ce2(m-CPA)6(H2O)3]·2H2O RC5. An in vitro cell study revealed that all RCs exhibited certain anticancer activities. RC2, in particular, showed the strongest cytotoxicity against HepG2 cells. The enhanced cell permeability and drug retention considerably improved the cytotoxicity of all SiO2@RC2-gal relative to that of RC2. The selective uptake of the β-d-galactose-conjugated nanospheres by HepG2 cells through mechanisms mediated by cell surface receptors resulted in fewer side effects on extrahepatic tissues. Our contribution provides a novel design concept of a target SiO2@RCs-gal nanocarrier for delivering affordable antitumor complexes in cancer therapy.

Second generation specific-enzyme-activated rotaxane propeptides

A [2]rotaxane, in which the peptidic axle is protected from degradation by the macrocyclic sheath and terminated with a novel glycosidase-cleavable stopper, is rendered water-soluble by derivatisation with tetra(ethylene glycol) (TetEG) or glucosylated te