4,6-O-Benzylidene-D-glucose

4,6-O-芐叉-D-吡喃葡萄糖,

4,6-O-Benzylidene-D-glucose is a potent inhibitor of the enzyme dibutyltin oxide, which is involved in the synthesis of energy. It has been shown to have clinical activity in rat cardiomyocytes and has been tested in clinical studies. 4,6-O-Benzylidene-D-glucose inhibits enzymes by forming hydrogen bonds with their substrates. This compound also interacts with hydrochloric acid to form a stable complex that prevents it from interacting with other molecules. 4,6-O-Benzylidene-D-glucose is rapidly broken down into glucose and benzaldehyde when it reacts with carbonyl groups or amines. The asymmetric synthesis of this compound can be achieved using an intramolecular hydrogen transfer reaction.

4,6-O-Benzylidene-D-glucose, also known as benzylidene glucose, is a synthetic derivative of glucose that has found use in various scientific experiments and industrial processes. Benzylidene glucose is a white or off-white crystalline powder that is soluble in hot water and organic solvents.

Synthesis and Characterization

Benzylidene glucose is synthesized by reacting D-glucose with benzaldehyde in the presence of an acid catalyst. The reaction proceeds through the formation of an unstable intermediate that subsequently undergoes a dehydration reaction to form the benzylidene derivative. The product is then purified by recrystallization and characterized using spectroscopic techniques such as NMR and IR.

Analytical Methods

The purity and identity of benzylidene glucose can be determined using various analytical methods. For example, high performance liquid chromatography (HPLC) can be used to separate and quantify the compound in a mixture. Mass spectrometry (MS) and nuclear magnetic resonance (NMR) spectroscopy can be used to analyze the molecular structure of the compound. Other techniques such as UV-Vis spectroscopy and X-ray crystallography can also be used to determine the physical and chemical properties of benzylidene glucose.

Biological Properties

Benzylidene glucose has been found to exhibit various biological activities. For example, it has been shown to have antibacterial, antifungal, and antiviral properties. It has also been investigated for its potential use as an anti-cancer agent. Benzylidene glucose has been found to inhibit the growth of various cancer cell lines, including prostate, breast, lung, and colon cancer cells.

Toxicity and Safety in Scientific Experiments

The toxicity of benzylidene glucose has been evaluated in various scientific experiments. It has been found to have low toxicity and is generally considered safe for use in laboratory experiments. However, care should be taken when handling and using this compound, as it can cause skin irritation and respiratory problems if inhaled.

Applications in Scientific Experiments

Benzylidene glucose has found use in various scientific experiments due to its unique properties and potential biological activities. It has been used as a starting material for the synthesis of other glucose derivatives, and as a building block for the assembly of supramolecular structures. Benzylidene glucose has also been utilized as a chiral auxiliary in asymmetric synthesis. In addition, it has been used as a probe for studying the binding properties of lectins.

Current State of Research

Research on benzylidene glucose is ongoing, with new applications and potential biological activities being discovered. Recent studies have investigated its use as a potential anti-tumor agent and as a probe for studying carbohydrate-protein interactions. The potential use of benzylidene glucose in drug delivery systems is also being actively researched.

Potential Implications in Various Fields of Research and Industry

Benzylidene glucose has potential implications for various fields of research and industry. In the pharmaceutical industry, it has the potential to be developed into a new class of anti-cancer drugs and drug delivery systems. In the field of materials science, benzylidene glucose can be used as a building block for the construction of supramolecular structures and as a chiral auxiliary in asymmetric synthesis.

Limitations and Future Directions

One limitation of benzylidene glucose is its low solubility in water, which may limit its use in certain applications. Future research should focus on the development of new synthetic routes and derivatives of benzylidene glucose that overcome this limitation. In addition, further investigations into the potential biological activities and uses of benzylidene glucose are necessary to fully understand its potential in various fields of research and industry.

Future Directions

Some potential future directions for research on benzylidene glucose include:

1. Investigating its use as a probe for studying the binding properties of other carbohydrate-binding proteins.

2. Developing new derivatives of benzylidene glucose with improved solubility and/or biological activity.

3. Exploring its potential use as a building block for the synthesis of new supramolecular structures.

4. Investigating its use in drug delivery systems and its potential as a new class of anti-cancer drugs.

5. Studying the potential use of benzylidene glucose in catalysis and asymmetric synthesis.

6. Determining the potential toxicity and safety of benzylidene glucose in various experimental and industrial settings.

7. Developing new analytical methods for the detection and quantification of benzylidene glucose in complex mixtures.

COA:

Product name: 4,6-O-Benzylidene-D-glucopyranose

CAS: 30688-66-5      M.F.: C₁₃H₁₆O₆          M.W.: 268.26   

Batch No: 20080928                                     Quantity:25kg