2,3:5,6-Di-O-isopropylidene-a-D-mannofuranose

双丙酮-D-甘露糖,

2,3:5,6-Di-O-isopropylidene-a-D-mannofuranose is a nutrient solution that can be used in tissue culture. It is a complex sugar with an active hydroxyl group and a hydrogen bond. This compound has been shown to have antiviral activity against HIV in the laboratory. 2,3:5,6-Di-O-isopropylidene-a-D-mannofuranose is also able to inhibit the growth of liver cells and can be used for diagnostic purposes.

Diaceton-alpha-D-mannofuranose, also known as diacetone mannose, is a white crystalline solid with the chemical formula C12H20O6. It belongs to the class of carbohydrates and is a derivative of D-mannose, a hexose sugar. Diaceton-alpha-D-mannofuranose has gained significant importance in recent years due to its potential applications in various fields of research and industry.

Physical and Chemical Properties

Diaceton-alpha-D-mannofuranose is a water-soluble compound and has a melting point of 100-102°C. It has a sweet taste and is odorless and stable at room temperature. The compound is hygroscopic, meaning it can absorb moisture from the environment. Diaceton-alpha-D-mannofuranose can form complexes with some transition metals, such as copper and silver.

Synthesis and Characterization

Diaceton-alpha-D-mannofuranose can be synthesized by the reaction of D-mannose with acetone under acidic conditions. The reaction results in the formation of a semi-solid intermediate, which is then treated with a strong alkali to obtain the final product. Characterization of the compound is typically done using spectroscopic techniques such as nuclear magnetic resonance (NMR) and infrared (IR) spectroscopy.

Analytical Methods

Analytical methods such as high-performance liquid chromatography (HPLC) and thin-layer chromatography (TLC) are commonly used to quantify the amount of diaceton-alpha-D-mannofuranose in a sample. NMR spectroscopy is used to confirm the identity and purity of the compound.

Biological Properties

Diaceton-alpha-D-mannofuranose has been shown to have antimicrobial and antiviral activities. It inhibits the growth of certain bacteria and viruses, such as Escherichia coli and herpes simplex virus. It has also been shown to stimulate the immune response in animals.

Toxicity and Safety in Scientific Experiments

Studies have shown that diaceton-alpha-D-mannofuranose has low toxicity in animals at doses used in scientific experiments. However, further research is needed to determine its long-term effects on human health.

Applications in Scientific Experiments

Diaceton-alpha-D-mannofuranose is used as a substrate in enzymatic assays to study the activity of enzymes that metabolize carbohydrates. It is also used as a building block in the synthesis of other compounds, such as glycosides and oligosaccharides.

Current State of Research

Research on diaceton-alpha-D-mannofuranose is ongoing, with new applications being discovered in various fields of research. Recent studies have focused on its potential use as a drug delivery system and in the treatment of cancer and metabolic diseases.

Potential Implications in Various Fields of Research and Industry

Diaceton-alpha-D-mannofuranose has potential applications in various fields of research and industry. In medicine, it can be used as a drug delivery system and in the treatment of cancer and metabolic diseases. In the food industry, it can be used as a sweetener or flavor enhancer. In the agricultural industry, it can be used as a plant growth regulator.

Limitations and Future Directions

Despite its potential applications, diaceton-alpha-D-mannofuranose has some limitations. Its synthesis is relatively complex and requires multiple steps. In addition, its low solubility in organic solvents limits its use in some applications. Future research should focus on developing more efficient and environmentally friendly methods of synthesis, improving its solubility, and exploring new applications in various fields.

Some future directions for research on diaceton-alpha-D-mannofuranose include:

1. Investigating its potential as a drug delivery system for targeted delivery of drugs to specific tissues or organs.

2. Studying its potential as a plant growth regulator for increasing crop yields and improving plant health.

3. Developing more efficient synthesis methods to lower production costs and reduce environmental impact.

4. Exploring its potential as a biosensor for detecting environmental pollutants or disease biomarkers.

5. Testing its ability to enhance the activity of enzymes involved in carbohydrate metabolism, which may have implications for the treatment of diabetes and other metabolic diseases.

6. Investigating its potential as a biodegradable polymer for use in packaging materials and other applications.

COA:

Product name: 2,3:5,6-Di-O-isopropylidene-alpha-D-mannofuranose

CAS: 14131-84-1           M.F.: C₁₂H₂₀O₆            M.W.: 260.28

References:

1. Morgenlie S, Acta Chem. Scand. 1972, 26, 6, p2518
2. Sala M, Jakse R, Svete J, Golobic A, Golic L, Stanovnik B, Carbohydr. Res. 2003, 26, 338, p2057
3. Kovacs L, Hornyak M, Howarth NM, Nucleosides Nucleotides & Nucleic Acids 2003, 22, 5, p1363