3-O-Acetyl-1, 2:5, 6-di-Oisopropylidene-a-D-gulofuranose, CAS:26775-14-4

3-o-Acetyl-1,2:5,6-di-o-isopropylidene-alpha-d-gulofuranose, commonly known as 'acetylated sugar', is a complex carbohydrate compound composed of alpha-d-gulopyranose (a six-membered ring structure) with two isopropylidene groups attached to it. The compound is synthesized by acetylating 1,2,5,6-di-o-isopropylidene-alpha-d-gulopyranose in the 3-OH position. Acetylated sugar is widely used in scientific experiments for various applications, including biological assays, synthesis of nucleotides and glycopeptides, and as a building block for artificial cell membranes. Synthesis and Characterization The synthesis of acetylated sugar involves the acetylation of 1,2,5,6-di-o-isopropylidene-alpha-d-gulopyranose in the 3-OH position using acetic anhydride and catalytic amounts of sulfuric acid. The reaction proceeds under mild conditions and yields high purity acetylated sugar. The characterization of the compound is done using various analytical methods, including NMR, IR, and elemental analysis. Analytical Methods The analytical methods used to characterize acetylated sugar include nuclear magnetic resonance (NMR) spectroscopy, infrared (IR) spectroscopy, high-performance liquid chromatography (HPLC), and elemental analysis. NMR and IR are used to confirm the structure of the compound, while HPLC and elemental analysis are used to determine the purity of the compound. Biological Properties Acetylated sugar has various biological properties, including anti-inflammatory, anti-tumor, and anti-bacterial activity. The compound has been used as a precursor for the synthesis of glycopeptides and glycosylated natural products. It has also been found to have immunomodulatory properties and can stimulate the immune system. Toxicity and Safety in Scientific Experiments Acetylated sugar has a low toxicity profile and is considered safe for use in scientific experiments. However, it is important to handle the compound with care and follow standard laboratory safety protocols. Applications in Scientific Experiments Acetylated sugar has several applications in scientific experiments, including as a building block for artificial cell membranes, a precursor for the synthesis of glycopeptides and glycosylated natural products, and as a biological assay reagent. Current State of Research The current state of research on acetylated sugar is focused on the development of new synthetic methods, the synthesis of new glycopeptide analogs, and identification of new biological activities of the compound. Potential Implications in Various Fields of Research and Industry Acetylated sugar has significant potential implications in various fields of research and industry, including biotechnology, medicine, and materials science. The compound can be used to develop new anti-inflammatory, anti-tumor, and anti-bacterial drugs. It can also be used as a building block for the synthesis of artificial cell membranes and other biomimetic materials. Limitations and Future Directions There are several limitations to the current research on acetylated sugar, including the need for more efficient synthetic methods and the need for more comprehensive biological activity assays. Future research on the compound should focus on the development of new synthetic methods, the identification of new biological activities of the compound, and the synthesis of glycopeptide analogs with improved pharmacological properties. Future Directions 1. Development of new synthetic methods to improve the yield and purity of acetylated sugar. 2. Synthesis of new glycopeptide analogs with improved pharmacological properties. 3. Identification of new biological activities of acetylated sugar. 4. Development of more comprehensive biological activity assays. 5. Investigation of the role of acetylated sugar in artificial cell membrane synthesis. 6. Development of new applications for acetylated sugar in materials science. 7. Investigation of the immunomodulatory properties of acetylated sugar. 8. Investigation of the structure-activity relationships of acetylated sugar and related glycopeptide analogs. 9. Development of new drug candidates based on acetylated sugar. 10. Investigation of the potential anti-viral activity of acetylated sugar. CAS Number 26775-14-4 Product Name 3-o-Acetyl-1,2:5,6-di-o-isopropylidene-alpha-d-gulofuranose IUPAC Name [(3aR,5S,6R,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl] acetate Molecular Formula C14H22O7 Molecular Weight 302.32 g/mol InChI InChI=1S/C14H22O7/c1-7(15)17-10-9(8-6-16-13(2,3)19-8)18-12-11(10)20-14(4,5)21-12/h8-12H,6H2,1-5H3/t8-,9+,10-,11-,12-/m1/s1 InChI Key QZKDRLZSJSWQPS-IYKVGLELSA-N SMILES CC(=O)OC1C(OC2C1OC(O2)(C)C)C3COC(O3)(C)C Canonical SMILES CC(=O)OC1C(OC2C1OC(O2)(C)C)C3COC(O3)(C)C Isomeric SMILES CC(=O)O[C@@H]1[C@@H](O[C@H]2[C@@H]1OC(O2)(C)C)[C@H]3COC(O3)(C)C