25253-46-7 , Di-O-isopropylidene-a-D-galacturonide,
CAS:25253-46-7
C12H18O7 / 274.27
MFCD06657642
二-O-异丙叉-alpha-D-6-半乳糖酸,
1,2:3,4-Di-O-isopropylidene-a-D-galacturonide is an intermediate in the synthesis of D-galactosamine. It is a white crystalline solid with a melting point of 217°C. The compound has been shown to have biological properties including antiviral and immuno-stimulatory activities. This chemical is synthesized by the stepwise addition of chlorides to the hydroxyls of 1,2:3,4-di-O-isopropylideneacetone.
1,2,3,4-DI-O-Isopropylidene-alpha-D-galacturonic acid (abbreviated as DGA) is a chemical compound that has been studied extensively for its physical and chemical properties, biological activities, and applications in scientific experiments. DGA is a member of the galacturonic acid family and is composed of a sugar molecule (galacturonic acid) and an isopropylidene group.
DGA is synthesized from D-galacturonic acid, a monosaccharide that is found in the cell walls of plants. It is a colorless and odorless powder that is soluble in water and ethanol. The compound has an average molecular weight of 286.28 g/mol.
Synthesis and Characterization of DGA
DGA can be synthesized by various methods, including direct aldol condensation, transgalacturonation, and reductive amination. The synthesis process involves the formation of an isopropylidene group on the hydroxyl group of the galacturonic acid molecule.
Several methods have been developed to characterize DGA, including nuclear magnetic resonance (NMR), high-performance liquid chromatography (HPLC), and Fourier-transform infrared spectroscopy (FTIR). NMR spectroscopy has been shown to be an effective technique for determining the structure of DGA and identifying its various functional groups.
Analytical Methods for DGA
Several analytical methods have been developed to detect and quantify DGA in different matrices. These methods include chromatography, mass spectrometry, and spectrophotometry.
HPLC has been used to analyze the concentration of DGA in plant extracts, while mass spectrometry has been used to determine the molecular weight of DGA. Spectrophotometry has been used to measure the absorbance of DGA at different wavelengths.
Biological Properties of DGA
DGA has been shown to possess various biological properties, including anti-inflammatory, antitumor, and antioxidant activities. It has been identified as a potential therapeutic agent for the treatment of several diseases, including cancer, diabetes, and inflammation.
DGA has been shown to inhibit the growth and proliferation of cancer cells in vitro and in vivo. It has also been shown to reduce inflammation in animal models of inflammatory diseases.
Toxicity and Safety in Scientific Experiments
Several safety studies have been conducted to assess the toxicity of DGA in scientific experiments. These studies have shown that DGA is generally safe when administered in moderate doses. However, high doses of DGA have been associated with adverse effects, including liver damage and hematological toxicity.
Applications in Scientific Experiments
DGA has been used in various scientific experiments and has shown promising results. It has been used in the synthesis of nanoparticles, as a biodegradable polymer, and as a precursor for the synthesis of other compounds.
DGA has been used in the preparation of drug delivery systems for targeted drug delivery. It has also been used in the preparation of biodegradable scaffolds for tissue engineering.
Current State of Research
DGA is currently an active area of research, and several studies are underway to explore its properties and applications further. Researchers are studying the potential applications of DGA in drug delivery, biodegradable materials, and tissue engineering.
Potential Implications in Various Fields of Research and Industry
DGA has the potential to be used in various fields of research and industry, including drug delivery, biodegradable materials, and tissue engineering. Its unique physical and chemical properties make it an attractive compound for these applications.
Limitations and Future Directions
Despite its promising properties and potential applications, there are limitations to the use of DGA in scientific research. For example, the synthesis of DGA can be complex and time-consuming, and its low solubility in some solvents can be a challenge.
Future research in this area should focus on improving the synthesis process of DGA and developing new analytical methods to detect and quantify DGA in various matrices. Research should also focus on exploring the potential applications of DGA in new areas, such as energy storage and catalysis.
Potential Future Directions:
1. Developing new synthetic methods for DGA
2. Studying the effect of various solvents on the solubility of DGA
3. Exploring the use of DGA in energy storage
4. Investigating the use of DGA in catalysis
5. Synthesizing and studying the properties of DGA derivatives
6. Investigating the potential use of DGA in drug delivery for the treatment of neurodegenerative diseases
7. Studying the biocompatibility of DGA for tissue engineering applications
8. Developing new analytical methods for the detection of trace amounts of DGA
9. Investigating the environmental impact of DGA in aquatic and terrestrial ecosystems
10. Investigating the use of DGA in food additives and preservatives.
CAS Number | 25253-46-7 |
Product Name | 1,2,3,4-DI-O-Isopropylidene-alpha-D-galacturonic acid |
IUPAC Name | (1S,2R,6R,8S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecane-8-carboxylic acid |
Molecular Formula | C12H18O7 |
Molecular Weight | 274.27 g/mol |
InChI | InChI=1S/C12H18O7/c1-11(2)16-5-6(17-11)8-10(15-7(5)9(13)14)19-12(3,4)18-8/h5-8,10H,1-4H3,(H,13,14)/t5-,6+,7+,8-,10-/m1/s1 |
InChI Key | HDDAMQVWECBJLO-WASRKXDBSA-N |
SMILES | CC1(OC2C(O1)C(OC3C2OC(O3)(C)C)C(=O)O)C |
Canonical SMILES | CC1(OC2C(O1)C(OC3C2OC(O3)(C)C)C(=O)O)C |
Isomeric SMILES | CC1(O[C@H]2[C@@H](O1)[C@H](O[C@H]3[C@@H]2OC(O3)(C)C)C(=O)O)C |
CAS No: 25253-46-7 Synonyms: 1,2:3,4-Di-O-isopropylidene-a-D-galactopyranuronic acid MDL No: MFCD06657642 Chemical Formula: C12H18O7 Molecular Weight: 274.27 |
References: 1. Joniak D, Chem. Pap. 1995, 49, p1982. Joniak D, Chem Abstr. 1996, 124, 261, 541 |
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