67314-34-5, 乙酰麦芽糖烯,
Hexa-O-acetyl-maltal,
CAS:67314-34-5
C24H32O15 / 560.5
MFCD04112738
乙酰麦芽糖烯,
Hexa-O-acetylmaltal is a non-reducing sugar that belongs to the class of anhydrous, monohydrate configurations. It is a synthetic substrate that is used in the synthesis of pyridine analogues. Hexa-O-acetylmaltal can be crystallized in chloroform and activated with heat or acid. The anomeric configuration has been determined by X-ray diffraction analysis and its configuration was shown to be anomeric by chemical degradation. Hexa-O-acetylmaltal can also form heptaacetate, which is a disaccharide.
Hexa-O-acetylmaltal (HMA) is a compound in the family of acetyl maltals with a complex molecular structure. It exhibits unique physicochemical properties and a range of potential applications in the fields of pharmaceuticals, cosmetics, food additives, and material science. In this paper, we will review the chemical and biological characteristics of HMA, the synthesis and characterization methods, analytical techniques, toxicity and safety issues, and the current status of research. We will also discuss potential implications in various industries and future directions of HMA research.
Physical and Chemical Properties:
HMA has unique physicochemical properties, such as high thermal stability, solubility in water, and resistance to oxidation. It is hygroscopic and can absorb moisture from the air, which makes it difficult to handle in experimental settings. In addition, HMA exhibits a strong ability to chelate metal ions, which can influence its biological properties and applications.
Synthesis and Characterization:
The synthesis of HMA involves several steps of acetylation of maltol using acetic anhydride and a catalyst, such as pyridine or sulfuric acid. The reaction is carried out under controlled temperature and time to achieve optimal yields and purity. Different characterization techniques, such as NMR, IR, and MS spectroscopy, have been used to confirm the molecular structure and purity of HMA.
Analytical Methods:
Several analytical methods are available to measure the purity and quality of HMA, including HPLC, TLC, and UV-Vis spectroscopy. These techniques can also be used to quantify the chelating ability of HMA towards metal ions and its antioxidant properties.
Biological Properties:
HMA exhibits a range of potential biological properties, such as antioxidant, antimicrobial, anticancer, and anti-inflammatory activities. These effects have been attributed to its ability to scavenge free radicals, regulate cell signaling pathways, and modulate gene expression. However, more research is needed to fully understand the mechanisms underlying the biological effects of HMA.
Toxicity and Safety in Scientific Experiments:
Limited toxicity studies have been conducted on HMA, but it is generally considered safe when used in small amounts. However, high concentrations of HMA can cause gastrointestinal and neurological side effects, and chronic exposure may increase the risk of cancer. Careful handling and disposal of HMA are recommended to ensure safety in scientific experiments.
Applications in Scientific Experiments:
HMA has been used in various scientific experiments as a chelating agent, antioxidant, and drug carrier. It has also been investigated for its potential role in food preservation and flavor enhancement. However, more research is needed to fully explore its applications in these areas.
Current State of Research:
HMA has received limited attention in the scientific community, and its potential applications and mechanisms are still under investigation. More comprehensive studies are needed to fully understand the biological effects of HMA and its potential use in various industries.
Potential Implications in Various Fields of Research and Industry:
HMA has potential implications in various fields of research and industry, including pharmaceuticals, food additives, cosmetics, and material science. It can be used as a drug carrier to enhance the bioavailability and stability of drugs. HMA can also be used as a natural preservative and flavor enhancer in the food industry. In cosmetics, HMA has been investigated for its potential in skin care and hair care products. HMA can also be used as a coating material for various materials to improve their physical properties.
Limitations and Future Directions:
The use of HMA is limited by its hygroscopicity and potential toxicity at high concentrations. Future research should focus on developing new synthesis methods to improve the yield and purity of HMA. In addition, more studies are needed to fully understand the biological mechanisms underlying the effects of HMA and its potential application in various industries. Further investigation into the potential risks and safety issues associated with the use of HMA is also needed to ensure its safe use in scientific experiments and industry.
Conclusion:
Hexa-O-acetylmaltal shows a unique range of biological and physicochemical properties that make it an interesting compound for a range of scientific applications. Its potential in pharmaceuticals, cosmetics, material science, and other industries makes it a promising area for continued investigation. The future of HMA research lies in studying its mechanisms and applications in detail, while simultaneously monitoring its toxicity and safety to ensure the safe use of this compound in scientific experiments and industry.
CAS Number | 67314-34-5 |
Product Name | Hexa-O-acetylmaltal |
IUPAC Name | [(2R,3S,4R)-4-acetyloxy-3-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-2-yl]methyl acetate |
Molecular Formula | C24H32O15 |
Molecular Weight | 560.5 g/mol |
InChI | InChI=1S/C24H32O15/c1-11(25)32-9-18-20(17(7-8-31-18)34-13(3)27)39-24-23(37-16(6)30)22(36-15(5)29)21(35-14(4)28)19(38-24)10-33-12(2)26/h7-8,17-24H,9-10H2,1-6H3/t17-,18-,19-,20+,21-,22+,23-,24-/m1/s1 |
InChI Key | RCDAESHZJBZWAW-LYDSDTOKSA-N |
SMILES | CC(=O)OCC1C(C(C=CO1)OC(=O)C)OC2C(C(C(C(O2)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C |
Canonical SMILES | CC(=O)OCC1C(C(C=CO1)OC(=O)C)OC2C(C(C(C(O2)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C |
Isomeric SMILES | CC(=O)OC[C@@H]1[C@H]([C@@H](C=CO1)OC(=O)C)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C |
CAS No: 67314-34-5 Synonyms: 1,5-Anhydro-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-a-D-glucopyranosyl)-D-arabino-hex-1-enitol diacetateMaltal peracetate MDL No: MFCD04112738 Chemical Formula: C24H32O15 Molecular Weight: 560.50 |
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