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Usage

Uses

Used in Enzyme Assays:
8-Hydroxyquinoline-β-D-galactopyranoside is used as a chromogenic substrate for β-D-galactosidase assays. Its cleavage by the enzyme results in the formation of a brown precipitate, which allows for the detection and quantification of β-D-galactosidase activity in various samples.
Used in Research and Diagnostics:
In the field of research and diagnostics, 8-Hydroxyquinoline-β-D-galactopyranoside is employed as a tool for studying the activity and function of β-D-galactosidase. Its use in enzyme assays helps researchers and diagnosticians to evaluate the presence and activity of this enzyme in biological samples, which can be relevant for understanding certain metabolic processes and conditions.
Used in Pharmaceutical Development:
8-Hydroxyquinoline-β-D-galactopyranoside may also be utilized in the development of pharmaceuticals targeting β-D-galactosidase or related enzymes. Its role as a substrate can aid in the screening and optimization of potential drug candidates that modulate the activity of these enzymes, contributing to the advancement of therapeutic agents for various diseases and conditions.
Used in Educational Purposes:
In educational settings, 8-Hydroxyquinoline-β-D-galactopyranoside can be employed as a teaching aid to demonstrate enzyme-substrate interactions and the principles of enzyme kinetics. By using this chromogenic substrate in classroom experiments, students can gain hands-on experience in understanding the behavior of enzymes and their substrates, fostering a deeper comprehension of biochemical processes.

Upstream product

• 148-24-3 8-quinolinol 
• 2280-44-6 D-Glucose 
• 604-69-3 β-D-glucose pentaacetate 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 

Downstream Products

• 148-24-3 8-quinolinol 
• 492-61-5 β-D-glucose 

Relevant academic research and scientific papers

Synthesis of 8-hydroxyquinoline glycoconjugates and preliminary assay of their β1,4-GalT inhibitory and anti-cancer properties

8-Hydroxyquinoline scaffold is a privileged structure used in designing a new active agents with therapeutic potential. Its connections with the sugar unit is formed to improve the pharmacokinetic properties. The broad spectrum of activity of quinoline derivatives, especially glycoconjugates, is often associated with the ability to chelate metal ions or with the ability to intercalate into DNA. Simple and effective methods of synthesis glycoconjugates of 8-hydroxyquinoline and 8-hydroxyquinaldine derivatives, containing an O-glycosidic bond or a 1,2,3-triazole linker in their structure, have been developed. The obtained glycoconjugates were tested for their ability to inhibit β-1,4-Galactosyltransferase, as well as inhibit cancer cell proliferation. It was found that used glycoconjugation strategy influenced both improvement of activity and improvement of the bioavailability of 8-HQ derivatives. Their activity depends on type of attached sugar, presence of protecting groups in sugar moiety and presence of a linker between sugar and quinolone aglycone.

Gluconjugates of 8-hydroxyquinolines as potential anti-cancer prodrugs

8-Hydroxyquinolines are systems of great interest in the field of inorganic and bioinorganic chemistry. They are metal-binding compounds and are known to exhibit a variety of biological activities, such as antibacterial and anticancer activities. Among these systems, clioquinol has been the focus of a renewed interest in recent years. In this scenario, we synthesized and characterized the new clioquinol glucoconjugate, 5-chloro-7-iodo-8-quinolinyl-β-d- glucopyranoside in order to compare this system to that of clioquinol. We also synthesized, 8-quinolinyl-β-d-glucopyranoside, an 8-hydroxyquinoline glucoconjugate. The reason for the development of glucoconjugates is the glucose avidity, and the over-expression of glucose transporters in cancer cells. Here we demonstrate that glycoconjugates are cleaved in vitro by β-glucosidase and these systems exhibit antiproliferative activity against different tumor cell lines in the presence of copper(ii) ions.