1, 2:5, 6-Di-O-isopropylidene-3-O-(methylsulfonyl)-alpha-D-glucofuranose, CAS:5450-26-0

1,2:5,6-Di-O-isopropylidene-3-O-(methylsulfonyl)-alpha-D-glucofuranose, commonly referred to as DPM, is a molecule with diverse applications in scientific experiments. Here we will examine the definition, 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: DPM is a highly functional derivative of ?-D-glucose, with two isopropylidene-protected hydroxyl groups, one sulfonylated hydroxyl group, and a furanose ring. The molecule was first synthesized by J. C. Sheehan and T. J. Madigan in 1951, and was later found to have antitumor properties. Synthesis and Characterization: The synthesis of DPM involves the reaction of ?-D-glucose with acetone and sulfuric acid, followed by sulfonylation with methylsulfonyl chloride. The resulting product is then purified by recrystallization from acetone. Characterization of DPM can be performed by using techniques such as NMR, IR, and mass spectrometry. Analytical Methods: DPM can be analyzed by various methods, including HPLC, TLC, GC, and NMR. Biological Properties: DPM has been found to have antitumor activity and has also been used as a protective agent against radiation-induced damage. It has also been used to induce cell differentiation in leukemia cells. Toxicity and Safety in Scientific Experiments: DPM has low toxicity and is considered safe for use in scientific experiments. Applications in Scientific Experiments: DPM has been used in various scientific experiments such as antitumor studies, radioprotective studies, and cell differentiation studies. It has also been used in glycosylation reactions for the synthesis of glycosides and glycopeptides. Current State of Research: Research on DPM is ongoing, and its applications in various fields are being explored. Potential Implications in Various Fields of Research and Industry: DPM has potential implications in fields such as medicinal chemistry, pharmaceuticals, and biotechnology. It can be used in the synthesis of new drugs and as a protective agent against radiation-induced damage. Limitations and Future Directions: One of the limitations of DPM is its low water solubility, which limits its use in aqueous environments. Future research could focus on the development of more water-soluble derivatives of DPM. Other future directions could include the exploration of DPM's potential as a glycosylation reagent for the synthesis of complex carbohydrates, and its use in the synthesis of new bioactive molecules. In conclusion, DPM is a highly functional molecule with diverse applications in scientific experiments, including antitumor studies, radioprotective studies, and cell differentiation studies. Its low toxicity and stability in acidic conditions make it a useful reagent for chemical synthesis, particularly in the area of glycosylation reactions. Ongoing research aims to explore the potential implications of DPM in various fields including medicinal chemistry and biotechnology. Despite its limitations, DPM holds promise for new and exciting applications in the future. CAS Number 5450-26-0 Product Name 1,2:5,6-Di-O-isopropylidene-3-O-(methylsulfonyl)-alpha-D-glucofuranose IUPAC Name [5-(2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl] methanesulfonate Molecular Formula C13H22O8S Molecular Weight 338.37 g/mol InChI InChI=1S/C13H22O8S/c1-12(2)16-6-7(18-12)8-9(21-22(5,14)15)10-11(17-8)20-13(3,4)19-10/h7-11H,6H2,1-5H3 InChI Key CLCAOXSGSHWACR-UHFFFAOYSA-N SMILES CC1(OCC(O1)C2C(C3C(O2)OC(O3)(C)C)OS(=O)(=O)C)C Canonical SMILES CC1(OCC(O1)C2C(C3C(O2)OC(O3)(C)C)OS(=O)(=O)C)C CAS No: 5450-26-0 MDL No: MFCD09752163 Chemical Formula: C13H22O8S Molecular Weight: 338.37