3-O-Methyl-D-glucopyranose

3-O-甲基-D-葡萄糖,

3-O-Methyl-D-glucopyranose, also known as 3-methyl-D-glucose, is a glucose derivative with a methyl group attached to carbon 3 of the glucose ring. It is a white, crystalline powder and is soluble in water. In nature, it is found in small amounts in some plants and algae. The compound has various uses in research and industry due to its unique properties.

Physical and Chemical Properties:

The molecular formula of 3-O-Methyl-D-glucopyranose is C7H14O6, and it has a molecular weight of 194.18 g/mol. The compound has a melting point of 176-178°C and a boiling point of 405°C. Its solubility in water is 141.2 g/L at 25°C. Moreover, it is slightly soluble in ethanol and is practically insoluble in most organic solvents. 3-O-Methyl-D-glucopyranose is stable under normal conditions. However, it can be oxidized to formic acid when exposed to mild oxidizing agents such as potassium permanganate and nitric acid.

Synthesis and Characterization:

3-O-Methyl-D-glucopyranose can be synthesized by reacting glucose with methanol in the presence of a strong acid catalyst, such as sulfuric acid. The reaction produces a mixture of 3-O-Methyl-D-glucopyranose and 1,2,3,4,6-pentakis-O-(methyl) glucopyranose.

The compound can be characterized using various techniques, including nuclear magnetic resonance (NMR), infrared spectroscopy (IR), and mass spectrometry (MS).

Analytical Methods:

Several analytical methods can be used to detect 3-O-Methyl-D-glucopyranose, including high-performance liquid chromatography (HPLC), gas chromatography (GC), and capillary electrophoresis (CE). HPLC is the most commonly used method due to its accuracy and sensitivity.

Biological Properties:

3-O-Methyl-D-glucopyranose has been found to have various biological properties, including antioxidant, anti-inflammatory, and anti-tumor activities. It has also been shown to reduce blood glucose levels in animal models.

Toxicity and Safety in Scientific Experiments:

3-O-Methyl-D-glucopyranose has been found to be non-toxic and safe in scientific experiments when administered at appropriate doses. However, high doses may cause adverse effects such as gastrointestinal distress and liver damage.

Applications in Scientific Experiments:

3-O-Methyl-D-glucopyranose has various applications in scientific experiments, including as a fluorescent probe in the detection of glucose, in the synthesis of glucosylated compounds, and as a substrate for glucosidase enzymes.

Current State of Research:

Research on 3-O-Methyl-D-glucopyranose is ongoing, with current focus on its potential applications in drug delivery, as a radiotracer in medical imaging, and as a dietary supplement for the treatment of diabetes.

Potential Implications in Various Fields of Research and Industry:

The unique properties of 3-O-Methyl-D-glucopyranose make it a promising candidate for various applications, including as a biomaterial, in drug delivery, and as a dietary supplement for the treatment of diabetes. It also has potential applications in agriculture, food science, and cosmetics.

Limitations and Future Directions:

While 3-O-Methyl-D-glucopyranose has various potential applications, there are also limitations to its use. These include its low solubility in organic solvents, which limits its use in certain applications. Future research should focus on improving its solubility, developing new synthesis methods, and exploring its potential use in new applications.

Future Directions:

- Development of new synthesis methods to produce 3-O-Methyl-D-glucopyranose in high yields

- Improvement of its solubility in organic solvents for use in more applications

- Exploration of its potential as a radiotracer in medical imaging

- Development of new applications in the field of biomaterials

- Exploration of its potential as a dietary supplement for the treatment of diabetes

- Investigation into its potential use as an antitumor agent

- Study of its potential application in agriculture, especially as a plant growth regulator

- Development of new analytical methods for its detection

- Investigation into its potential use in the cosmetics industry

- Study of its potential application in food science, especially as a low-calorie sweetener.

COA:

Product name: 3-O-Methyl-D-glucopyranose

CAS: 13224-94-7 or 3370-81-8    M.F.: C₇H₁₄O₆         M.W.: 194.18