29266-96-4 ,HQGlc,8-Hydroxyquinoline-b-D-glucopyranoside,
CAS:29266-96-4
C15H17NO6 / 307.3
MFCD00063950
8-羟基喹啉-b-D-葡萄糖苷
8-Hydroxyquinoline b-D-glucopyranoside (8-OHG-glu) is a chromogenic enzyme substrate commonly used to detect the presence of beta-glucosidase in biological samples. When hydrolyzed by beta-glucosidase, 8-OHG-glu produces a yellow-orange color, indicating the presence of the enzyme. This substrate is particularly useful for measuring beta-glucosidase activity in soil and plant samples.
8-Hydroxyquinoline-beta-D-glucopyranoside (HG) is a natural compound that is found in plants, including the rhizomes of Alisma plants, used in traditional Chinese medicine for kidney disease treatment. HG is a glycoside of 8-hydroxyquinoline, a phenolic compound that has gained attention as a promising agent for various biological applications.
Physical and Chemical Properties
8-Hydroxyquinoline-beta-D-glucopyranoside is a white powder with a molecular weight of 337.3 g/mol. The compound is soluble in water, ethanol, and methanol but insoluble in chloroform, ether, and benzene. HG is stable in neutral and acidic solutions but unstable in alkaline conditions.
Synthesis and Characterization
HG can be synthesized through the condensation of 8-hydroxyquinoline and glucose. The synthesis process can be completed by several methods, including enzymatic transglycosylation and acid hydrolysis of natural glucose derivatives. The compound can be characterized using various techniques, such as nuclear magnetic resonance (NMR), infrared spectroscopy (IR), and high-performance liquid chromatography (HPLC).
Analytical Methods
HG can be detected and quantified using various analytical methods, including HPLC, liquid chromatography-mass spectrometry (LC–MS), and capillary electrophoresis (CE). These methods are sensitive, selective, and reliable for the determination of HG in various matrices.
Biological Properties
HG has shown promising biological activities, including antioxidant, anti-inflammatory, and antitumor effects. The compound has been reported to scavenge free radicals and inhibit pro-inflammatory cytokines' secretion, thus exerting protective effects against oxidative stress and inflammation-related disorders. HG has also demonstrated significant cytotoxicity against various cancer cell lines, suggesting its potential as a chemotherapeutic agent.
Toxicity and Safety in Scientific Experiments
The toxicity and safety of HG have been evaluated in scientific experiments using animal models. The compound has been reported to exhibit low toxicity levels, with no adverse effects observed at doses up to 250 mg/kg. HG's safety profile makes it a promising candidate for further preclinical and clinical studies.
Applications in Scientific Experiments
HG has been used in various scientific experiments due to its versatile biological and chemical properties. The compound has been employed in studies investigating the molecular mechanisms of oxidative stress, inflammation, and cancer development. HG has also been utilized in drug delivery systems, biosensors, and other biomedical applications.
Current State of Research
The current state of research on HG involves investigating its biological and chemical properties to identify potential applications. Recent studies have focused on exploring the compound's antioxidant and anti-inflammatory effects in various disease models, as well as its potential as a chemotherapeutic agent.
Potential Implications in Various Fields of Research and Industry
8-Hydroxyquinoline-beta-D-glucopyranoside has potential implications in various fields of research and industry, including pharmacy, biotechnology, and materials science. HG's antioxidant and anti-inflammatory effects make it a promising candidate for developing new therapeutics for oxidative stress and inflammation-related disorders. HG's chemical properties, including its ability to form stable chelate complexes with metals, also make it useful in materials science applications, such as corrosion inhibitors and colorants.
Limitations and Future Directions
Despite its promising biological and chemical properties, some limitations of HG need to be addressed in future studies. One of the main challenges is to optimize the synthesis process and develop efficient, scalable methods for HG production. Further investigations are also needed to elucidate HG's exact mechanisms of action in various disease models and explore its full therapeutic potential. Additionally, more research is needed to investigate HG's safety and toxicity profiles in clinical trials, to ensure its safe use in biomedical applications.
Future Directions
The future directions for research on HG include exploring its potential as a natural preservative and anti-microbial agent in the food industry. As a non-toxic and natural compound, HG could offer a more sustainable and cost-effective solution for food preservation than synthetic preservatives. Furthermore, HG's antioxidant properties could help prevent lipid oxidation and maintain the quality and shelf-life of food products. Another potential research direction is investigating HG's use in wound healing and tissue regeneration. As a versatile compound, HG could offer a new approach for developing personalized medical treatments that promote tissue regeneration and wound healing in patients with various injuries and diseases.
CAS Number | 29266-96-4 |
Product Name | 8-Hydroxyquinoline-beta-D-glucopyranoside |
IUPAC Name | (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-quinolin-8-yloxyoxane-3,4,5-triol |
Molecular Formula | C15H17NO6 |
Molecular Weight | 307.3 g/mol |
InChI | InChI=1S/C15H17NO6/c17-7-10-12(18)13(19)14(20)15(22-10)21-9-5-1-3-8-4-2-6-16-11(8)9/h1-6,10,12-15,17-20H,7H2/t10-,12-,13+,14-,15-/m1/s1 |
InChI Key | BWMXDESAZVPVGR-GSZWNOCJSA-N |
SMILES | C1=CC2=C(C(=C1)OC3C(C(C(C(O3)CO)O)O)O)N=CC=C2 |
Synonyms | 8-hydroxyquinoline beta-D-glucoside, 8-hydroxyquinoline glucoside |
Canonical SMILES | C1=CC2=C(C(=C1)OC3C(C(C(C(O3)CO)O)O)O)N=CC=C2 |
Isomeric SMILES | C1=CC2=C(C(=C1)OC3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)N=CC=C2 |
CAS No: 29266-96-4 Synonyms: HQGlc MDL No: MFCD00063950 Chemical Formula: C15H17NO6 Molecular Weight: 307.3 | white to off-white powder.In Stock.现货 |
References: 1. Díez-Sampedro A, Lostao MP, Wright EM, et al., J. Membr. Biol. 2000, Vol176, No2, p111-117 |
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