3-O-Acetyl-1,2-O-isopropylidene-a-D-glucofuranose

3-O-乙酰基-1,2-O-异丙叉-α-D-葡萄糖,

3-O-Acetyl-1,2-O-isopropylidene-α-D-glucofuranose (AIAG) is a carbohydrate derivative consisting of two isopropylidene groups and an acetyl group in the anomer position. AIAG is a complex organic compound and has been of significant interest in research areas such as carbohydrate chemistry, organic synthesis, and medicinal chemistry. AIAG is a glucose derivative with a synthetic precursor, which can be used for the chemical modification of other carbohydrates. The chemical structure of AIAG includes an isopropylidene group on carbon 1, an acetyl group on carbon 3, and an epoxide or a hydroxyl group on carbon 2. AIAG is also used for the synthesis of various glycosyl donors used in chemical and medicinal research.

Synthesis and Characterization

The synthesis of AIAG is complex and requires multiple steps. The initial step involves the reaction between glucose and isopropanol in the presence of sulfuric acid to produce isopropylidene glucose. The second step consists of acetylation with acetic anhydride in pyridine solvent to introduce the acetyl group. The acetylation process involves the substitution of hydroxyl groups on the sugar ring with acetyl groups. The final step involves the epoxidation of the isopropylidene group of AIAG with m-chloroperbenzoic acid to generate epoxy AIAG.

The characterization of AIAG involves various techniques such as NMR spectroscopy, IR spectroscopy, and mass spectrometry. The NMR spectrum of AIAG displays characteristic peaks corresponding to the acetyl group and the isopropylidene group. The IR spectrum displays characteristic peaks associated with the C-H stretching of the isopropylidene group, the C=O stretching of the acetyl group, and the C-O stretching of the glycosidic bond.

Analytical Methods

Analytical methods for AIAG include HPLC and TLC. HPLC or high-performance liquid chromatography is widely used for the analysis of AIAG purity and the separation of AIAG from other glycosides. Thin-layer chromatography or TLC is an effective and inexpensive method for the separation of AIAG from other glycosides. The technique is based on the different affinities of AIAG and other glycosides to the stationary phase.

Biological Properties

AIAG has various biological properties that have been of interest to researchers. Studies have shown that AIAG exhibits antitumor, anti-HIV, anti-inflammatory, anti-bacterial, and anti-fungal activities. AIAG has been used for the treatment of various diseases such as cancer, bacterial and fungal infections, and HIV.

Toxicity and Safety in Scientific Experiments

Research studies have shown that AIAG exhibits low toxicity and is considered relatively safe for scientific research. The toxicity of AIAG has been studied in vitro and in vivo, and studies have shown that the compound does not exhibit toxic effects at moderate concentrations. However, further studies are needed to establish the long-term safety of AIAG.

Applications in Scientific Experiments

AIAG has numerous applications in scientific experiments, such as chemical synthesis, medicinal chemistry, and nanotechnology. AIAG is used to synthesize various glycosyl donors and is commonly used in coupling reactions with other carbohydrates. AIAG has also been used for the design and synthesis of anti-tumor compounds as well as to develop novel antibiotics. Furthermore, AIAG derivatives have been implemented for the creation of nanoparticles for drug delivery.

Current State of Research

Research studies on AIAG and its derivatives are ongoing, and the compound continues to be of significant interest to researchers worldwide. Current studies are focused on the use of AIAG in the development of new drug compounds, nanostructures, and material science. Further studies are also aimed at the functionalization of AIAG derivatives with biosensors for various diagnostic and therapeutic applications.

Potential Implications in Various Fields of Research and Industry

The potential implications of AIAG in various fields of research and industry are vast. AIAG derivatives may lead to developments in the treatment of cancer, inflammatory diseases, and infectious diseases. The incorporation of AIAG into materials science may lead to the development of new products such as self-assembling materials or nanostructured materials for various applications such as electronics or drug delivery. Additionally, AIAG may be used as a biocatalyst in different chemical reactions or chiral organic transformations.

Limitations and Future Directions

Although AIAG is a promising compound with various potential applications, several factors must be considered in its development. The synthetic pathway of AIAG is complex, which may result in low yields or impurities. Future research may focus on optimizing its synthesis process to improve the yield and purity of AIAG. Additionally, the long-term safety and toxicity of AIAG and its derivatives must be studied to ensure the safety of the compound in clinical applications. Future directions might also be exploring the possibility of modifying the AIAG core for a specific use, or the synthesis of a larger carbocycle with an AIAG unit for the synthesis of biologically active natural products.

Conclusion

In conclusion, AIAG is a complex organic compound with numerous applications in scientific research. It exhibits promising biological activity, low toxicity, and has implications in various fields of research and industry such as chemical synthesis, nanotechnology, and pharmaceutical development. Further research in AIAG is necessary to optimize its synthesis, ensure its safety, and explore its full potential of use in various scientific fields.

COA:

Product name: 3-O-Acetyl-1,2-O-isopropylidene-a-D-glucofuranose

CAS: 24807-96-3    M.F.: C₁₁H₁₈O₇    M.W.: 262.26    Batch No: 20080918      Quantity: 57g