4304-12-5 , 苄基-b-D-吡喃葡萄糖苷,
Benzyl b-D-glucopyranoside,
CAS:4304-12-5
C13H18O6 / 270.278
苄基-b-D-吡喃葡萄糖苷
Benzyl b-D-glucopyranoside is an organic solvent that can be used in chromatography. It is a disaccharide that consists of benzyl alcohol and glucose. Benzyl b-D-glucopyranoside has been shown to have inhibitory activities against glycosidation and β-amyrin synthesis, as well as other biochemical techniques. This compound has also been shown to have carbohydrate antigen activity, which may be due to its benzyl group.
Benzyl β-d-glucopyranoside, also known as glucopyranoside, is a sugar molecule made up of glucose and benzyl moieties joined together. It is a white or yellowish powder with a sweet odor and a bitter taste. It has a molecular weight of 270.278 g/mol.
Synthesis and Characterization:
Benzyl β-d-Benzyl beta-d-glucopyranosideide can be synthesized via various methods such as enzymatic hydrolysis, acid hydrolysis, and glycosylation reactions. In enzymatic hydrolysis, β-glucosidase is used to break down cellobiose to glucose. In acid hydrolysis, benzyl alcohol is reacted with glucose to produce the final product. Glycosylation reactions use glycosyl donors and acceptors to form the Benzyl beta-d-glucopyranosideide bond. The characterization of the compound is performed mainly through Nuclear Magnetic Resonance (NMR), Infrared Spectroscopy (IR), Mass Spectrometry (MS), and X-ray crystallography.
Analytical Methods:
The analytical methods of Benzyl β-d-Benzyl beta-d-glucopyranosideide mainly involve High-performance Liquid Chromatography (HPLC), Gas Chromatography-Mass Spectrometry (GC-MS), and Thin-Layer Chromatography (TLC).
Biological Properties:
Benzyl β-d-Benzyl beta-d-glucopyranosideide has been found to exhibit various biological activities such as anti-inflammatory, anti-tumor, anti-oxidative, and anti-viral effects. It has also shown promising results in drug delivery systems due to its biocompatibility and low toxicity.
Toxicity and Safety in Scientific Experiments:
Benzyl β-d-Benzyl beta-d-glucopyranosideide is generally considered safe for consumption and usage in scientific experiments, although specific safety guidelines and precautions should be followed. In a study on its toxicity towards healthy human dermal fibroblasts and human melanoma cells, it was found to be non-toxic towards both cell types at a concentration of 100 µg/mL.
Applications in Scientific Experiments:
Benzyl β-d-Benzyl beta-d-glucopyranosideide has been extensively studied for its applications in drug delivery systems as it can form self-assembled nanostructures with amphiphilic molecules. It is also used as a carbohydrate library for detecting carbohydrate-binding proteins. It has shown potential in enhancing the stability of proteins and increasing their solubility. It can also be used as a substrate for synthesizing various glycosides and glycosylated derivatives.
Current State of Research:
Currently, research is focused on enhancing the therapeutic benefits of Benzyl β-d-Benzyl beta-d-glucopyranosideide through various modifications, including the use of polymer conjugation, development of stable formulations, targeted delivery systems, and optimization of delivery techniques. The use of nanoparticles and microemulsions for efficient drug delivery and studying its potential anti-viral properties for COVID-19 treatment is also currently under investigation.
Potential Implications in Various Fields of Research and Industry:
The potential implications of Benzyl β-d-Benzyl beta-d-glucopyranosideide span across various fields of research and industry, including medicine, biotechnology, food and beverage industries, and cosmetics. Its biocompatibility and low toxicity make it a suitable candidate for various biomedical applications such as drug delivery, tissue engineering, and immunotherapy.
Limitations and Future Directions:
One of the limitations of Benzyl β-d-Benzyl beta-d-glucopyranosideide is its poor aqueous solubility, which hinders its clinical applications. Future research is focused on developing stable formulations and improving its solubility using various methods such as liposomes, cyclodextrin complexes, and solid dispersions. Various modifications of Benzyl β-d-Benzyl beta-d-glucopyranosideide, including the development of derivatives with enhanced properties such as increased bioavailability, stability, and targeting specificity, are also being explored. The use of advanced drug delivery systems and the exploration of its potential anti-viral properties against COVID-19 are promising avenues for future research.
In conclusion, Benzyl β-d-Benzyl beta-d-glucopyranosideide possesses unique physical and chemical properties, and has shown various therapeutic applications in drug delivery, biotechnology, medicine, and other industries. Although there are limitations to its use, it shows promising properties for potential future research, as well as practical applications in various industries. Future research should continue to explore its potential for safe and effective biomedical applications.
CAS Number | 4304-12-5 |
Product Name | Benzyl beta-d-glucopyranoside |
IUPAC Name | (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-phenylmethoxyoxane-3,4,5-triol |
Molecular Formula | C₁₃H₁₈O₆ |
Molecular Weight | 270.278 g/mol |
InChI | InChI=1S/C13H18O6/c14-6-9-10(15)11(16)12(17)13(19-9)18-7-8-4-2-1-3-5-8/h1-5,9-17H,6-7H2/t9-,10-,11+,12-,13-/m1/s1 |
InChI Key | GKHCBYYBLTXYEV-UJPOAAIJSA-N |
SMILES | C1=CC=C(C=C1)COC2C(C(C(C(O2)CO)O)O)O |
Synonyms | benzyl D-glucopyranoside, benzyl glucopyranoside, benzyl-beta-D-glucoside, benzylglucopyranoside |
Canonical SMILES | C1=CC=C(C=C1)COC2C(C(C(C(O2)CO)O)O)O |
Isomeric SMILES | C1=CC=C(C=C1)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O |
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