1, 2-O-Isopropylidene-?-D-glucofuranose, CAS:18549-40-1

1,2-O-Isopropylidene-a-D-glucofuranose (IPDF) is a natural compound that has been isolated from the leaves of the plant Cinnamomum camphora. IPDF has been shown to have biological properties such as inhibiting hl-60 cells and inducing apoptosis in leukemia cells. The metabolic rate of IPDF was studied in isolated hearts and it was found that the compound slows fatty acid oxidation. The enzyme substrate specificity of IPDF was also tested by adding trifluoroacetic acid, which yielded no reaction. 1,2-O-Isopropylidene-D-glucofuranose is a chemical compound that belongs to the family of carbohydrates. It exhibits a wide range of physical and chemical properties that make it attractive for various applications in research and industry. This paper provides an overview of the properties of 1,2-O-Isopropylidene-D-glucofuranose, its synthesis and characterization, analytical methods for its detection, and potential implications in various fields of research and industry. Definition and Background 1,2-O-Isopropylidene-D-glucofuranose is a derivative of glucose, which is a simple sugar with the chemical formula C6H12O6. It is a colorless, crystalline solid with a sweet taste and is commonly used as a source of energy in the human body. The addition of an isopropylidene group to the glucose molecule to form 1,2-O-Isopropylidene-D-glucofuranose alters its properties, such as its stability, solubility, and reactivity. Physical and Chemical Properties 1,2-O-Isopropylidene-D-glucofuranose is a highly stable compound that is soluble in water, methanol, and other organic solvents. It has a melting point of 129-131 ?C and a boiling point of 450-500 ?C. The compound is non-toxic and non-flammable, making it safe for use in various applications. Synthesis and Characterization 1,2-O-Isopropylidene-D-glucofuranose can be synthesized through the reaction of glucose with acetone in the presence of an acid catalyst. The product can be purified through recrystallization or other methods. The compound can be characterized using various techniques, such as nuclear magnetic resonance spectroscopy, infrared spectroscopy, mass spectrometry, and X-ray crystallography. Analytical Methods Various analytical methods can be used to detect and quantify 1,2-O-Isopropylidene-D-glucofuranose in different matrices. These methods include high-performance liquid chromatography, gas chromatography, capillary electrophoresis, and mass spectrometry. These methods are sensitive, reliable, and can be used for both qualitative and quantitative analysis. Biological Properties 1,2-O-Isopropylidene-D-glucofuranose exhibits various biological properties that make it attractive for use in biomedicine. For instance, it can act as an anti-cancer agent, an immunomodulator, and an anti-inflammatory agent. However, more research is needed to elucidate its specific biological mechanisms and effects. Toxicity and Safety in Scientific Experiments 1,2-O-Isopropylidene-D-glucofuranose is non-toxic and non-hazardous, and it does not pose any significant risks to human health or the environment. However, caution should be exercised during its handling, storage, and disposal in scientific experiments. Applications in Scientific Experiments 1,2-O-Isopropylidene-D-glucofuranose has various applications in different fields of research and industry. For instance, it can be used as a starting material for the synthesis of other compounds, as a chiral building block in organic synthesis, as a stabilizing agent in protein structure, and as a substrate for enzymatic reactions. Current State of Research The current state of research on 1,2-O-Isopropylidene-D-glucofuranose is advancing rapidly, with many ongoing studies on its different properties and applications. The compound is attracting increasing attention from researchers in different fields, including chemistry, biochemistry, biomedicine, and nanotechnology. Potential Implications in Various Fields of Research and Industry 1,2-O-Isopropylidene-D-glucofuranose has many potential implications in various fields of research and industry. For instance, it can be used in the development of new drugs, biomaterials, catalysts, and sensors. It can also be used in the synthesis of new polymers, surfactants, and other materials with unique properties and functionalities. Limitations and Future Directions Despite its many attractive properties, 1,2-O-Isopropylidene-D-glucofuranose has some limitations that need to be addressed in future research. For instance, its synthesis and characterization can be challenging, and its biological mechanisms and effects require further investigation. However, the compound has many promising future directions, such as exploring its potential for nanotechnology, drug delivery, and material science, among others. Conclusion 1,2-O-Isopropylidene-D-glucofuranose is a fascinating chemical compound with a broad range of physical and chemical properties that make it attractive for various applications in research and industry. Its synthesis and characterization, analytical methods for its detection, and potential implications in different fields of study make it an attractive topic for scientific research. Future investigations will undoubtedly reveal new applications and future directions for this vital compound. CAS Number 18549-40-1 Product Name 1,2-O-Isopropylidene-D-glucofuranose IUPAC Name (1R)-1-[(3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol Molecular Formula C9H16O6 Molecular Weight 220.22 g/mol InChI InChI=1S/C9H16O6/c1-9(2)14-7-5(12)6(4(11)3-10)13-8(7)15-9/h4-8,10-12H,3H2,1-2H3/t4-,5+,6-,7-,8-/m1/s1 InChI Key BGGCXQKYCBBHAH-OZRXBMAMSA-N SMILES CC1(OC2C(C(OC2O1)C(CO)O)O)C Synonyms 1,2-O-isopropylidene-D-glucofuranose, 1,2-O-isopropylidene-D-glucofuranose, 1-(13)C-labeled, 1,2-O-isopropylidene-D-glucofuranose, 6-(13)C-labeled, monoacetone-glucose Canonical SMILES CC1(OC2C(C(OC2O1)C(CO)O)O)C Isomeric SMILES CC1(O[C@@H]2[C@H]([C@H](O[C@@H]2O1)[C@H](CO)O)O)C CAS No: 18549-40-1,253328-56-2 Synonyms: Acetone-D-glucoseMonoacetone glucoseMAG MDL No: MFCD00063244 Chemical Formula: C9H16O6 Molecular Weight: 220.22 COA: Product name : 1,2- O -Isopropylidene- ? -D-glucofuranose CAS: 18549-40-1, 253328-56-2 M.F. : C 9 H 16 O 6 M .W. : 220.22 Quantity :100g from1.86 kg Batch No : 20100104 Items Standards Results Appearance White crystal powder Complies Solubility Soluble in water, insoluble ether Complies Identification IR and TLC Complies Melting point 150?C - 160 ?C 156 ? -158 ? Optical Activity [?]20/D (C = 1, water) ?11? ? ?13? -12.3? Water Max.0.5% 0.2% Residue on ignition Max. 1% 0.1% Heavy metal Max. 20ppm Complies TLC* Should be one spot One spot Assay Min. 98% 99.4% *The stationary phase is sillica gel, the mobile phase is EtOAc and is charcoalled with 15% H 2 SO 4 -EtOH. References: 1. Gramera RE, Park A, Whistler RL, J. Org. Chem. 1963, Vol28, p3230 2. Borsuk K, Frelek J, ?ysek R, Urba?czyk Z, et al., Chirality 2001, Vol13, Issue 9, p533-540