Tetra-O-acetyl-b-D-glucopyranose, CAS:13100-46-4

1,2,3,4-Tetra-O-acetyl-beta-D-glucopyranose is a chemical compound that belongs to the family of acetyl sugars. It is commonly referred to as Ac4Glc or GTA. This compound is derived from glucose, a simple sugar that is present in various living organisms. The acetylation of glucose leads to the formation of 1,2,3,4-tetra-O-acetyl-beta-D-glucopyranose. Synthesis and Characterization The synthesis of 1,2,3,4-tetra-O-acetyl-beta-D-glucopyranose is typically done by the acetylation of glucose under specific conditions. The acetylation is achieved by reacting glucose with acetic anhydride in sulfuric acid solution. The reaction is monitored by TLC (thin-layer chromatography) and HPLC (high-performance liquid chromatography). Characterization of this compound is done using different analytical techniques such as NMR (nuclear magnetic resonance), IR (infrared spectroscopy), and mass spectrometry. Analytical Methods Several analytical methods are used to identify and quantify 1,2,3,4-tetra-O-acetyl-beta-D-glucopyranose. These methods include TLC, HPLC, NMR, IR, mass spectrometry, and differential scanning calorimetry (DSC). Biological Properties 1,2,3,4-Tetra-O-acetyl-beta-D-glucopyranose has been shown to have different biological activities. It has been reported to possess antimicrobial, antitumor, anti-inflammatory, and antioxidant properties. It has also been shown to inhibit the growth of cancer cells in vitro. Toxicity and Safety in Scientific Experiments Studies have shown that 1,2,3,4-tetra-O-acetyl-beta-D-glucopyranose is not toxic at low concentrations. However, its toxicity increases as the concentration increases. It is important to note that the safety of this compound in scientific experiments depends on the concentration used and the specific experimental conditions. Applications in Scientific Experiments 1,2,3,4-Tetra-O-acetyl-beta-D-glucopyranose has different applications in scientific experiments. It is widely used as a reagent and a starting material in organic synthesis. It is also used as a standard in HPLC and NMR. This compound is also used in the characterization of enzymes that catalyze the hydrolysis of acetylated alpha-glucosides. Current State of Research Research on 1,2,3,4-tetra-O-acetyl-beta-D-glucopyranose is focused on its biological activities and its potential application in different fields of research and industry. Recent studies have focused on its potential use as an anticancer agent and its application in drug delivery systems. Potential Implications in Various Fields of Research and Industry 1,2,3,4-Tetra-O-acetyl-beta-D-glucopyranose has potential implications in various fields of research and industry. Some of these fields include drug discovery, nanotechnology, and food science. Its use as a starting material in organic synthesis and a standard in analytical techniques makes it valuable in the chemical industry. Limitations and Future Directions One of the limitations of 1,2,3,4-tetra-O-acetyl-beta-D-glucopyranose is its toxicity at high concentrations. Future research should focus on finding ways to reduce its toxicity and making it safer for use in scientific experiments. Other future directions include exploring its applications in drug delivery systems, its potential use in nanotechnology, and its use as a starting material for the production of other compounds. In addition, more studies are needed to investigate its potential as an anticancer agent and its effect on different biological pathways. In conclusion, 1,2,3,4-tetra-O-acetyl-beta-D-glucopyranose is a valuable compound with different applications in scientific experiments and the chemical industry. Its physical and chemical properties, synthesis and characterization, analytical methods, biological properties, and future directions have been discussed in this paper. It is important to continue research on this compound to fully understand its potential applications and limitations. CAS Number 13100-46-4 Product Name 1,2,3,4-Tetra-O-acetyl-beta-D-glucopyranose IUPAC Name [4,5,6-triacetyloxy-2-(hydroxymethyl)oxan-3-yl] acetate Molecular Formula C14H20O10 Molecular Weight 348.3 g/mol InChI InChI=1S/C14H20O10/c1-6(16)20-11-10(5-15)24-14(23-9(4)19)13(22-8(3)18)12(11)21-7(2)17/h10-15H,5H2,1-4H3 InChI Key FEQXFAYSNRWXDW-RKQHYHRCSA-N SMILES CC(=O)OC1C(OC(C(C1OC(=O)C)OC(=O)C)OC(=O)C)CO Synonyms ?-D-Glucopyranose 1,2,3,4-Tetraacetate; 1,2,3,4-Tetra-O-acetyl-?-D-glucose; NSC 409250 Canonical SMILES CC(=O)OC1C(OC(C(C1OC(=O)C)OC(=O)C)OC(=O)C)CO Isomeric SMILES CC(=O)O[C@@H]1[C@H](O[C@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C)CO CAS No: 13100-46-4 MDL No: MFCD00063260 Chemical Formula: C14H20O10 Molecular Weight: 348.3 References: 1. Gorbach VI, Krasikova IN, Luk'yanov PA, Solov TF, Russ. Chem. Bull. 1987, Vol36, No9, p1957-1960