2,3,4,6-Tetra-O-acetyl-b-D-glucopyranosyl azide

1-叠氮-1-脱氧-β-D-吡喃葡萄糖苷四乙酸酯,

2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl azide is a compound of significant scientific interest. It is a highly reactive compound and has a variety of applications in various scientific fields. In this paper, we will discuss the definition, physical, and chemical properties of the compound, synthesis and characterization, analytical methods used, biological properties, and safety in scientific experiments, applications in scientific experiments, the current state of research, potential implications in various fields of research and industry, limitations, and finally, future directions.

Definition and Background:

2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl azide is a sugar azide. Sugar azides have gained popularity in recent years due to their synthetic utility for the preparation of glycosylated molecules.

Synthesis and Characterization:

2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl azide can be synthesized by acetylating beta-D-glucose followed by regioselective azidation. The compound can be characterized using analytical techniques such as nuclear magnetic resonance (NMR) spectroscopy, high-performance liquid chromatography (HPLC), and mass spectrometry (MS).

Analytical Methods:

Nuclear magnetic resonance (NMR) spectroscopy, high-performance liquid chromatography (HPLC), and mass spectrometry (MS) are commonly used analytical methods for the analysis of 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl azide.

Biological Properties:

2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl azide has shown potent inhibitory activity against various enzymes such as HIV-1 reverse transcriptase, α-glucosidase, and β-galactosidase. It has also shown cytotoxicity against human liver cancer cells and human breast cancer cells.

Toxicity and Safety in Scientific Experiments:

2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl azide is a highly reactive compound and should be handled with caution. It is advised to use protective clothing and eyewear when handling the compound. The compound should be stored in a cool, dry, and well-ventilated area.

Applications in Scientific Experiments:

2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl azide has a variety of applications in various scientific fields. It can be used as a glycosylating agent in the synthesis of glycosylated molecules. It can also be used as a protecting group for the hydroxyl groups of a sugar.

Current State of Research:

Research on 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl azide is still ongoing. Recent studies have focused on developing new synthetic routes to the compound and its analogs. Other studies have focused on the biological activities of the compound and its potential applications in drug discovery.

Potential Implications in Various Fields of Research and Industry:

2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl azide has potential applications in various fields such as pharmaceuticals, biotechnology, and materials science. Its ability to inhibit enzymes and its cytotoxicity make it a potential lead compound for drug discovery.

Limitations:

One of the main limitations of 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl azide is its high reactivity, making it difficult to handle and store. Another limitation is its limited solubility in nonpolar solvents.

Future Directions:

1. Developing new synthetic routes to the compound and its analogs

2. Further exploring the potential applications of the compound in drug discovery

3. Investigating the potential use of the compound in the modification of biomolecules

4. Exploring the potential applications of the compound in materials science

5. Developing methods to improve the solubility of the compound in nonpolar solvents

6. Developing methods to improve the stability of the compound.

Product name: 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl azide

M.F.: C₁₄H₁₉N₃O₉         M.W.: 373.32        CAS:13992-25-1