8-Hydroxyquinoline (CAS 148-24-3)
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8-Hydroxyquinoline is an organic compound characterized by a benzene ring fused with a nitrogen-containing pyridine, substituted with a hydroxyl group at the eighth position. This structure confers on 8-Hydroxyquinoline a broad range of chemical properties, making it a versatile chelating agent widely used in research for binding metal ions. Its mechanism of action involves the formation of stable, soluble complexes with divalent and trivalent metal ions, such as copper, zinc, and aluminum. This ability to sequester metal ions is not only crucial in analytical chemistry for the detection and quantification of metals but also in studies investigating the role of metal ions in biological systems. In environmental chemistry, 8-Hydroxyquinoline has been utilized in the remediation of soils and waters contaminated with heavy metals by forming complexes that are more readily mobilized or extracted. Furthermore, in biochemistry, it serves as a tool to understand the impact of metal homeostasis in cells and the role of metals in diseases. The compound′s fluorescence upon chelating with metals provides a useful spectroscopic tool for monitoring these interactions, making it invaluable in developing sensors and assays that require the detection of specific metal ions in complex biological or environmental matrices.
8-Hydroxyquinoline (CAS 148-24-3) References
- Effective manipulation of the electronic effects and its influence on the emission of 5-substituted tris(8-quinolinolate) aluminum(III) complexes. | Montes, VA., et al. 2006. Chemistry. 12: 4523-35. PMID: 16619313
- Configuration-specific synthesis of the facial and meridional isomers of tris(8-hydroxyquinolinate)aluminum (Alq3). | Katakura, R. and Koide, Y. 2006. Inorg Chem. 45: 5730-2. PMID: 16841973
- 8-Hydroxyquinoline Schiff-base compounds as antioxidants and modulators of copper-mediated Aβ peptide aggregation. | Gomes, LM., et al. 2014. J Inorg Biochem. 139: 106-16. PMID: 25019963
- An 8-hydroxyquinoline-containing polymeric micelle system is effective for the treatment of murine tegumentary leishmaniasis. | Lage, LM., et al. 2016. Parasitol Res. 115: 4083-4095. PMID: 27365053
- Targeted 8-hydroxyquinoline fragment based small molecule drug discovery against neglected botulinum neurotoxin type F. | Chauhan, R., et al. 2019. Bioorg Chem. 92: 103297. PMID: 31557621
- 8-Hydroxyquinoline Glycoconjugates: Modifications in the Linker Structure and Their Effect on the Cytotoxicity of the Obtained Compounds. | Krawczyk, M., et al. 2019. Molecules. 24: PMID: 31752188
- 8-Hydroxyquinoline 1,2,3-triazole derivatives with promising and selective antifungal activity. | da Silva, NM., et al. 2021. Med Mycol. 59: 431-440. PMID: 32692811
- 8-Hydroxyquinoline functionalized covalent organic framework as a pH sensitive carrier for drug delivery. | Jia, Y., et al. 2020. Mater Sci Eng C Mater Biol Appl. 117: 111243. PMID: 32919622
- Insights of 8-hydroxyquinolines: A novel target in medicinal chemistry. | Gupta, R., et al. 2021. Bioorg Chem. 108: 104633. PMID: 33513476
- Developing Metal-Binding Isosteres of 8-Hydroxyquinoline as Metalloenzyme Inhibitor Scaffolds. | Seo, H., et al. 2022. Inorg Chem. 61: 7631-7641. PMID: 35507007
- Identification of 8-Hydroxyquinoline Derivatives That Decrease Cystathionine Beta Synthase (CBS) Activity. | Conan, P., et al. 2022. Int J Mol Sci. 23: PMID: 35743210
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
8-Hydroxyquinoline, 100 g | sc-202896 | 100 g | $64.00 | |||
8-Hydroxyquinoline, 250 g | sc-202896A | 250 g | $103.00 |