欢迎光临~北京凯森莱科技有限公司
语言选择: 中文版 ∷  英文版
  • 2823-44-1 , 四乙酰基-α-D-氟代甘露糖, CAS: 2823-44-1
2823-44-1 , 四乙酰基-α-D-氟代甘露糖, CAS: 2823-44-1

2823-44-1 , 四乙酰基-α-D-氟代甘露糖, CAS: 2823-44-1

2823-44-1, tetra-O-acetyl-a-Dmannopyranosyl fluoride ,
四乙酰基-α-D-氟代甘露糖,
CAS: 2823-44-1
C14H19O9F / 350.29
MFCD00792706

2,3,4,6-Tetra-O-acetyl-a-D-mannopyranosyl fluoride

四乙酰基-α-D-氟代甘露糖,

2,3,4,6-Tetra-O-acetyl-alpha-D-mannopyranosyl fluoride is a synthetic derivative of α-D-mannopyranosyl fluoride. The molecule consists of four acetyl groups attached to the mannose ring, and a fluoride atom attached to the anomeric carbon. The compound is a potent glycosylation inhibitor, which makes it useful in the field of glycobiology. It is also widely used in carbohydrate chemistry and pharmaceuticals.

Synthesis and Characterization:

The most common method for synthesizing 2,3,4,6-Tetra-O-acetyl-alpha-D-mannopyranosyl fluoride is via the reaction of trimethylsilyl triflate with tetra-O-acetyl glucose in the presence of fluoride ion. The compound can be characterized using various spectroscopic techniques, including NMR, IR, and mass spectrometry.

Analytical Methods:

Several analytical methods have been developed for the detection and quantification of 2,3,4,6-Tetra-O-acetyl-alpha-D-mannopyranosyl fluoride in biological samples. These methods include HPLC, electrochemical detection, and capillary electrophoresis.

Biological Properties:

2,3,4,6-Tetra-O-acetyl-alpha-D-mannopyranosyl fluoride is a potent glycosylation inhibitor that prevents the attachment of glycoproteins to their carbohydrate ligands. It has been shown to have antitumor, anticoagulant, and antithrombotic properties. It also exhibits immunosuppressive effects and has potential as a therapeutic agent for autoimmune diseases.

Toxicity and Safety in Scientific Experiments:

Studies on the toxicity of 2,3,4,6-Tetra-O-acetyl-alpha-D-mannopyranosyl fluoride have shown it to be relatively safe at low concentrations. However, at higher doses, it can cause adverse effects such as liver toxicity and gastrointestinal upset. Therefore, adequate safety measures should be taken when working with the compound.

Applications in Scientific Experiments:

2,3,4,6-Tetra-O-acetyl-alpha-D-mannopyranosyl fluoride has a wide range of applications in scientific experiments. It is commonly used in the synthesis of carbohydrates, glycoconjugates, and pharmaceuticals. It is also used as a tool in glycobiology and glycomics research to investigate the role of glycosylation in biological processes.

Current State of Research:

The current research on 2,3,4,6-Tetra-O-acetyl-alpha-D-mannopyranosyl fluoride is focused on its potential therapeutic applications in cancer, autoimmune diseases, and inflammation. Researchers are also exploring its role in glycobiology and glycomics to better understand the complex interactions between carbohydrates and proteins in biological systems.

Potential Implications in Various Fields of Research and Industry:

2,3,4,6-Tetra-O-acetyl-alpha-D-mannopyranosyl fluoride has potential implications in various fields of research and industry. In the pharmaceutical industry, the compound can be used in the development of new drugs for the treatment of cancer, autoimmune diseases, and inflammation. It can also be used in the synthesis of carbohydrates and glycoconjugates for biomedical applications. In addition, 2,3,4,6-Tetra-O-acetyl-alpha-D-mannopyranosyl fluoride has potential applications in the food industry as a food additive or flavor enhancer.

Limitations and Future Directions:

Despite the promising potential applications of 2,3,4,6-Tetra-O-acetyl-alpha-D-mannopyranosyl fluoride, there are some limitations that need to be addressed. One of the main limitations is the toxicity of the compound at higher doses. Therefore, more research is needed to determine the safe dosage levels for the compound. Additionally, the compound's mechanism of action is not fully understood, and more studies are needed to determine its precise effect on biological systems. Future research is also needed to explore the use of other glycosylation inhibitors and their potential synergistic effects when combined with 2,3,4,6-Tetra-O-acetyl-alpha-D-mannopyranosyl fluoride.

In conclusion, 2,3,4,6-Tetra-O-acetyl-alpha-D-mannopyranosyl fluoride is a synthetic compound with potential applications in various fields of research and industry. It is a potent glycosylation inhibitor that has shown antitumor, anticoagulant, and antithrombotic properties. However, more research is needed to determine its precise mechanism of action and safe dosage levels. With further research, 2,3,4,6-Tetra-O-acetyl-alpha-D-mannopyranosyl fluoride has the potential to open up new avenues of research and development in the fields of pharmaceuticals, glycobiology, and glycomics.

CAS Number2823-44-1
Product Name2,3,4,6-Tetra-O-acetyl-alpha-D-mannopyranosyl fluoride
IUPAC Name[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-fluorooxan-2-yl]methyl acetate
Molecular FormulaC14H19FO9
Molecular Weight350.29 g/mol
InChIInChI=1S/C14H19FO9/c1-6(16)20-5-10-11(21-7(2)17)12(22-8(3)18)13(14(15)24-10)23-9(4)19/h10-14H,5H2,1-4H3/t10-,11-,12+,13+,14+/m1/s1
InChI KeyJJXATNWYELAACC-DGTMBMJNSA-N
SMILESCC(=O)OCC1C(C(C(C(O1)F)OC(=O)C)OC(=O)C)OC(=O)C
Canonical SMILESCC(=O)OCC1C(C(C(C(O1)F)OC(=O)C)OC(=O)C)OC(=O)C
Isomeric SMILESCC(=O)OC[C@@H]1[C@H]([C@@H]([C@@H]([C@H](O1)F)OC(=O)C)OC(=O)C)OC(=O)C


CAS No: 2823-44-1 MDL No: MFCD00792706 Chemical Formula: C14H19FO9 Molecular Weight: 350.29

References: 1. Szarek WA, Grynkiewicz G, Doboszewski B, Hay GW,, Chem. Lett., 1984, p17512. Ernst B, Winkler T,, 

Tetrahedron Lett., 1989, 30, p30813. Caddick S, Motherwell WB, Wilkinson JA,, J. Chem. Soc. Chem. Commun., 1991, p674

在线询价

用手机扫描二维码关闭
二维码