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  • 165331-08-8 ,2-叠氮乙基-b-D-吡喃葡萄糖苷, CAS:165331-08-8
165331-08-8 ,2-叠氮乙基-b-D-吡喃葡萄糖苷, CAS:165331-08-8

165331-08-8 ,2-叠氮乙基-b-D-吡喃葡萄糖苷, CAS:165331-08-8

165331-08-8 , 2-Azidoethyl beta-D-Glucopyranoside,
2-叠氮乙基-b-D-吡喃葡萄糖苷,
CAS:165331-08-8
C8H15N3O6 / 249.22

2-Azidoethyl beta-D-Glucopyranoside

2-叠氮乙基-b-D-吡喃葡萄糖苷,

2-Azidoethyl beta-D-Glucopyranoside (AEG), also known as 2-Azidoethyl β-D-glucoside, is an important compound in carbohydrate chemistry research. It is a glucoside derivative compound synthesized from glucose and is known for its remarkable biological and chemical properties. In this paper, we investigate the background and definition of AEG, its physical and chemical properties, synthesis, characterization, analytical methods, biological properties, applications in scientific experiments, potential implications in various fields of research and industry, limitations, and future directions.

Definition and Background

2-Azidoethyl beta-D-Glucopyranoside beta-D-Glucopyranoside is a structural analogue of cellulose, a natural polymer formed from glucose monomers. AEG is a valuable building block utilized in developing novel glycoconjugates containing azido groups, and it has an excellent affinity towards lectins, thus making its selective binding very advantageous for developing new therapeutic agents. In recent years, AEG has been used widely in different areas of research, including immunology, molecular biology, biochemistry, and glycobiology.

Synthesis and Characterization

AEG synthesis is a straightforward process involving the conversion of glucose to AEG using azide reagents like NaN3. This reaction takes place in aqueous solutions, and it's catalyzed by enzymes or acids. O-Acetyl protected AEG can be made from acetylated glucose or protective agents like dimethylacetamide or acetic anhydride.

The characterization of AEG can be done through various spectroscopic methods like NMR, IR, and Mass Spectroscopy. These methods help in identifying the chemical structure of AEG and verifying its purity.

Analytical Methods

Analytical techniques such as high-performance liquid chromatography (HPLC) and thin-layer chromatography (TLC) have been developed to detect and quantify AEG. HPLC is widely used because of its high throughput, sensitivity, and accuracy.

Biological Properties

AEG has been shown to have various biological properties, including anti-inflammatory, antiviral, anti-microbial, and oncogenic activities. Its mode of action is protein binding, which leads to its biological activity.

Toxicity and Safety in Scientific Experiments

AEG has been shown to be non-toxic under normal laboratory conditions. However, its safety must be taken into consideration because of its potential as a bio-orthogonal chemical reagent. It must be used in properly controlled environments with appropriate protective equipment.

Applications in Scientific Experiments

AEG has shown promising results in developing glycoconjugates for medical applications, imaging techniques, and biomedical research.

Current State of Research

The research on AEG and its derivatives is still in its nascent stages, but there is a growing interest in its potential applications. Several research groups are currently working on developing new and improved synthetic methods, characterizing novel AEG derivatives, and studying their biological activity.

Potential Implications in Various Fields of Research and Industry

AEG has a broad potential for application in various research fields, including drug discovery, immunotherapy, and cancer research. It has also shown promise in the development of nanomaterials, chemical sensors, and diagnostic imaging agents.

Limitations and Future Directions

One major limitation of AEG is its relatively low solubility in water, which makes it challenging to use in biological applications. This limitation has led to research efforts aimed at improving its solubility, stability, and bioactivity. Another limitation is the lack of research reported on its effects on humans and the environment.

Future research directions for AEG include developing new synthetic methods to increase its efficiency and scalability, improving its properties to enhance its solubility, stability, and bioactivity, and exploring applications in other research fields such as materials chemistry and biotechnology.

Conclusion

In conclusion, the synthesis and characterization of 2-Azidoethyl beta-D-Glucopyranoside beta-D-Glucopyranoside have led to the establishment of its physical and chemical properties, biological activity, and potential applications in various fields of research and industry. Although there are limitations to its use, ongoing research aims to enhance its properties and explore its potential in new applications.

CAS Number165331-08-8
Product Name2-Azidoethyl beta-D-Glucopyranoside
IUPAC Name(2R,3S,4S,5S,6S)-2-(2-azidoethoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular FormulaC8H15N3O6
Molecular Weight249.2212
InChIInChI=1S/C8H15N3O6/c9-11-10-1-2-16-8-7(15)6(14)5(13)4(3-12)17-8/h4-8,12-15H,1-3H2/t4-,5+,6-,7-,8+/m0/s1
SMILESC(COC1C(C(C(C(O1)CO)O)O)O)N=[N+]=[N-]


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