?-D-Galactosepentaacetate, CAS:4163-59-1

1,2,3,4,6-Penta-O-acetyl-a-D-galactopyranose is a pentaacetate of glucose. This compound is transported in the blood and extracellular fluids and has been shown to be a substrate for hexaacetate transport. The transport of this compound by hexaacetate has been shown to bypass the intracellular k+ concentration gradient. It has also been shown to have anti-diabetic effects in animals and humans. 1,2,3,4,6-Penta-O-acetyl-a-D-galactopyranose can also be found in foods that contain beta d glucopyranoside (e.g., bananas). This compound is resistant to digestion and can be found in the stomach or intestines where it postulated to have an inhibitory effect on bacterial growth. Alpha-D-galactose pentaacetate (Gal5Ac) is a derivative of alpha-D-galactose, a simple sugar found in milk, cheese, and other dairy products, as well as in some fruits and vegetables. Gal5Ac is a white crystalline powder that has gained attention in recent years due to its potential application in various fields of research and industry. In this paper, we will provide a comprehensive overview of Gal5Ac, including its definition and background, physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications in scientific experiments, current state of research, potential implications in various fields of research and industry, limitations, and future directions. Definition and Background Gal5Ac is a carbohydrate compound that is structurally similar to alpha-D-galactose, a monosaccharide. The molecule consists of five acetate groups attached to the hydroxyl groups of the galactose molecule, making it a glycosylated compound. The compound is often used as a precursor for synthesizing other galactose derivatives, such as alpha-gal epitopes. Synthesis and Characterization Gal5Ac can be synthesized through the acetylation of alpha-D-galactose using acetic anhydride and pyridine as catalysts. The reaction typically takes place at room temperature, and the yield of Gal5Ac is around 90%. The compound can be purified through recrystallization from a suitable solvent, such as methanol or chloroform. The structure of Gal5Ac can be characterized using various spectroscopic techniques, such as nuclear magnetic resonance (NMR) spectroscopy and infrared (IR) spectroscopy. NMR spectroscopy can provide information on the composition and connectivity of the atoms in the molecule, while IR spectroscopy can provide information on the functional groups present in the compound. Analytical Methods Gal5Ac can be analyzed using various analytical methods, such as high-performance liquid chromatography (HPLC), gas chromatography (GC), and mass spectrometry (MS). HPLC is commonly used for the separation and quantification of Gal5Ac and its derivatives, while GC and MS are often used for the identification and characterization of the compound. Biological Properties Gal5Ac has been shown to exhibit various biological properties, such as antiviral, antibacterial, and antitumor activities. The compound has been found to inhibit the replication of the human immunodeficiency virus (HIV), herpes simplex virus (HSV), and hepatitis B virus (HBV) in vitro. It has also been shown to possess antibacterial activity against various gram-positive and gram-negative bacteria, including Escherichia coli and Staphylococcus aureus. Additionally, Gal5Ac has been found to exhibit antitumor activity against various cancer cell lines, including colon, breast, and lung cancer. Toxicity and Safety in Scientific Experiments Gal5Ac has been found to be generally safe and nontoxic in scientific experiments. In vitro and in vivo studies have shown that the compound does not exhibit significant cytotoxicity or genotoxicity. However, further studies are needed to fully assess the safety of Gal5Ac in humans. Applications in Scientific Experiments Gal5Ac has been used in various scientific experiments, such as the synthesis of alpha-gal epitopes, which are potential targets for cancer immunotherapy. The compound has also been used in the development of antiviral and antibacterial agents, as well as in the study of carbohydrate-protein interactions. Current State of Research Research on Gal5Ac is ongoing, with new applications and potential uses being explored. Recent studies have focused on the synthesis of Gal5Ac derivatives with enhanced biological activities, as well as the development of new analytical methods for its characterization and quantification. Potential Implications in Various Fields of Research and Industry Gal5Ac has the potential to be used in various fields of research and industry, such as medicine, biotechnology, and food science. The compound can be used as a precursor for synthesizing other galactose derivatives, which can be used in the development of drugs and vaccines. Additionally, Gal5Ac can be used in the development of new biomaterials, such as hydrogels and nanoparticles, for drug delivery and tissue engineering applications. In the food industry, Gal5Ac can be used as a food additive and flavor enhancer. Limitations and Future Directions Despite its potential uses, Gal5Ac has some limitations, such as its low solubility in water, which may limit its applications in aqueous systems. Additionally, further studies are needed to fully evaluate the safety and toxicity of Gal5Ac in humans. Future directions for research on Gal5Ac include the development of new synthetic methods for its derivatives, the study of its biological activities in vivo, and the exploration of its potential applications in various fields, such as drug delivery, tissue engineering, and food science. Conclusion In conclusion, Gal5Ac is a carbohydrate compound with various potential uses in research and industry. Its physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications in scientific experiments, current state of research, potential implications in various fields of research and industry, limitations, and future directions have been discussed in this paper. Advancements in research on Gal5Ac may lead to its further application in various fields of science and technology. CAS Number 4163-59-1 Product Name alpha-d-Galactose pentaacetate IUPAC Name [(2R,3S,4S,5R,6R)-3,4,5,6-tetraacetyloxyoxan-2-yl]methyl acetate Molecular Formula C16H22O11 Molecular Weight 390.34 g/mol InChI InChI=1S/C16H22O11/c1-7(17)22-6-12-13(23-8(2)18)14(24-9(3)19)15(25-10(4)20)16(27-12)26-11(5)21/h12-16H,6H2,1-5H3/t12-,13+,14+,15-,16+/m1/s1 InChI Key LPTITAGPBXDDGR-CWVYHPPDSA-N SMILES CC(=O)OCC1C(C(C(C(O1)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C Canonical SMILES CC(=O)OCC1C(C(C(C(O1)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C Isomeric SMILES CC(=O)OC[C@@H]1[C@@H]([C@@H]([C@H]([C@H](O1)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C CAS No: 4163-59-1 Synonyms: a-D-Galactose pentaacetate MDL No: MFCD00064081 Chemical Formula: C16H22O11 Molecular Weight: 390.34 References: 1. Brevnov MG, Gritsenko OM, Mikhailov SN, Efimtseva EV, Ermolinsky BS, Van Aerschot A, Herdewijn P, Repyk AV, Gromova ES, Nucleic Acids Res. Vol 25, No16, p3302-3309