Tetra-O-acetyl-D-xylofuranose, CAS:30571-56-3

1,2,3,5-Tetra-O-acetyl-D-xylofuranose is a lectin that has been shown to have an affinity for bacterial cells. It has been shown to be effective against Gram-positive and Gram-negative bacteria, with the exception of mycobacteria. 1,2,3,5-Tetra-O-acetyl-D-xylofuranose binds to the terminal sugar of the cell wall carbohydrate chains of these cells by means of its oligosaccharide side chain. The binding causes conformational changes in the bacterial membrane and disrupts the ion gradient across it. This leads to an influx of water into the cell and subsequent death. 1,2,3,5-tetra-O-acetyl-D-xylofuranose (TAX) is a monosaccharide derivative that belongs to the furanose family. It is synthesized from D-xylose, which is a common component of plant polysaccharides. The acetyl groups on the TAX molecule contribute to its unique properties, including its physicochemical, biological, and toxicological characteristics. Synthesis and Characterization: TAX can be synthesized through acetylation of D-xylose using acetic anhydride and a catalyst such as pyridine. The reaction proceeds under mild conditions, and the crude product can be purified by column chromatography. The purity and identity of TAX can be confirmed using various analytical methods, including NMR spectroscopy, mass spectrometry, and X-ray crystallography. Analytical Methods: Various analytical methods can be employed to analyze TAX, including gas chromatography-mass spectrometry (GC-MS), high-performance liquid chromatography (HPLC), and capillary electrophoresis (CE). These techniques can be used to determine the purity, identity, and concentration of TAX in various samples. Biological Properties: TAX has been shown to possess various biological activities, including anti-inflammatory, anti-tumor, and anti-viral activities. These biological activities have been attributed to the structural features of TAX, including its acetyl groups and furanose ring. TAX has also been reported to stimulate the immune system and enhance wound healing. Toxicity and Safety in Scientific Experiments: TAX has been found to be generally safe and non-toxic in scientific experiments. However, like other chemicals, it can cause adverse effects if ingested or inhaled in large quantities. Care should be taken when handling TAX, and proper safety measures should be employed to minimize its exposure in laboratory settings. Applications in Scientific Experiments: TAX has been used extensively in scientific research as a biochemical probe and as a standard for various analytical methods. It has also been used as a starting material for the synthesis of other compounds, including nucleoside analogs and glycosylated derivatives. In addition, TAX has been employed in drug development programs for various diseases, including cancer and viral infections. Current State of Research: TAX continues to be an area of active research in various fields of study, including biochemistry, medicinal chemistry, and materials science. The synthesis and characterization of novel derivatives of TAX are being explored to enhance its biological activities and to expand its potential applications. Potential Implications in Various Fields of Research and Industry: TAX has potential implications in various fields of research and industry, including pharmaceuticals, biotechnology, and materials science. In the pharmaceutical industry, TAX and its derivatives could be used as therapeutic agents for various diseases, including cancer, viral infections, and neurological disorders. In biotechnology, TAX could be used as a probe to study various cellular processes and as a tool for the development of new diagnostic methods. Limitations and Future Directions: There are several limitations to the use of TAX in scientific research, including its limited water solubility and its limited stability in aqueous solutions. Future research directions could include the optimization of the synthesis and characterization of new TAX derivatives with enhanced properties. In addition, the development of new analytical methods for the detection and quantification of TAX in biological samples could be explored. Finally, the potential of TAX as a building block for the development of novel materials with unique properties, including catalytic and electronic properties, could be investigated. In conclusion, 1,2,3,5-tetra-O-acetyl-D-xylofuranose is an important furanose derivative with unique properties that make it a valuable tool for various research applications. Its physicochemical, toxicological, and biological characteristics have been extensively studied, and its potential implications in various fields of research and industry continue to be explored. As new synthetic and analytical methods are developed, TAX and its derivatives are expected to find new applications in the future. CAS Number 30571-56-3 Product Name 1,2,3,5-tetra-O-acetyl-D-xylofuranose IUPAC Name [(2R,3S,4R)-3,4,5-triacetyloxyoxolan-2-yl]methyl acetate Molecular Formula C13H18O9 Molecular Weight 318.28 g/mol InChI InChI=1S/C13H18O9/c1-6(14)18-5-10-11(19-7(2)15)12(20-8(3)16)13(22-10)21-9(4)17/h10-13H,5H2,1-4H3/t10-,11+,12-,13?/m1/s1 InChI Key ZYPMNZKYVVSXOJ-UHFFFAOYSA-N SMILES CC(=O)OCC1C(C(C(O1)OC(=O)C)OC(=O)C)OC(=O)C Canonical SMILES CC(=O)OCC(C(C(C=O)OC(=O)C)OC(=O)C)OC(=O)C CAS No: 30571-56-3 MDL No: MFCD00080815 Chemical Formula: C13H18O9 Molecular Weight: 318.28