6340-52-9 ,甲基 6-脱氧-b-D-吡喃葡萄糖苷,
Methyl 6-deoxy-β-D-glucopyranoside,
CAS:6340-52-9
C7H14O5 / 178.18
MFCD00038069
甲基 6-脱氧-b-D-吡喃葡萄糖苷
Methyl 6-deoxy-beta-D-glucopyranoside is a carbohydrate derivative belonging to the saccharide family, which plays a crucial role in biological systems. It is commonly known as Methyl 6-deoxy-glucoside and is a non-reducing sugar. Methyl 6-deoxy-beta-D-glucopyranoside is mostly used in the pharmaceutical and biological research fields.
Physical and Chemical Properties:
Molecular formula: C7H14O5. It is water-soluble and has a slightly bitter taste. Methyl 6-deoxy-beta-D-glucopyranoside consists of a glucosyl residue with a methyl group in place of the hydroxyl group at the C-6 position.
Synthesis and Characterization:
Methyl 6-deoxy-beta-D-glucopyranoside is synthesized by reacting 6-deoxyglucose with methanol in the presence of acid catalysts. The reaction mixture is heated under reflux conditions for several hours, and the product is purified by recrystallization. The characterization process is carried out by several analytical methods, including nuclear magnetic resonance spectroscopy, x-ray crystallography, and mass spectrometry.
Analytical Methods:
Analytical methods are used to determine the purity and identity of the synthesized Methyl 6-deoxy-beta-D-glucopyranoside. The most common analytical techniques used include nuclear magnetic resonance spectrometry, mass spectrometry, and high-performance liquid chromatography.
Biological Properties:
Methyl 6-deoxy-beta-D-glucopyranoside has several biological properties, including antiviral, antioxidant, and anti-inflammatory activities. It exhibits antiviral activity through its ability to block infectivity of human papillomavirus. Its antioxidant activity is attributed to its scavenging ability for reactive oxygen and nitrogen species.
Toxicity and Safety in Scientific Experiments:
Toxicity studies have been conducted on Methyl 6-deoxy-beta-D-glucopyranoside, and it has been found to exhibit low toxicity. However, it is recommended to handle the compound with care and use appropriate personal protective equipment.
Applications in Scientific Experiments:
Methyl 6-deoxy-beta-D-glucopyranoside is widely used in biological and pharmaceutical research. It is used in the synthesis of glycopeptides, glycolipids, and oligosaccharides. It is also used as a reagent in the synthesis of carbohydrate-based vaccines.
Current State of Research:
Several studies have been conducted to elucidate the biological and pharmaceutical properties of Methyl 6-deoxy-beta-D-glucopyranoside. Ongoing research includes development of new synthetic methods and exploring its potential as a drug candidate.
Potential Implications in Various Fields of Research and Industry:
Methyl 6-deoxy-beta-D-glucopyranoside has potential applications in drug discovery, vaccine development, and immunology research. It has also been suggested to have applications in the cosmetics and food industries.
Limitations and Future Directions:
Despite its potential, Methyl 6-deoxy-beta-D-glucopyranoside has limitations due to its low water solubility and limited commercial availability. Future research directions include exploring new synthetic methods to increase yield and purity, in addition to improving solubility to broaden its application range. Further investigations should be conducted to explore the compound's potential use in drug discovery and to better understand its biological mechanisms of action.
In conclusion, Methyl 6-deoxy-beta-D-glucopyranoside has proven to be a useful compound in various scientific fields. Future research will focus on developing new synthetic methods to improve its yield and to enhance its solubility. It has the potential to make a significant impact on drug discovery, vaccine development, and other fields of research and industry.
CAS Number | 6340-52-9 |
Product Name | Methyl 6-deoxy-beta-D-glucopyranoside |
IUPAC Name | (2R,3R,4S,5S,6R)-2-methoxy-6-methyloxane-3,4,5-triol |
Molecular Formula | C7H14O5 |
Molecular Weight | 178.18 g/mol |
InChI | InChI=1S/C7H14O5/c1-3-4(8)5(9)6(10)7(11-2)12-3/h3-10H,1-2H3/t3-,4-,5+,6-,7-/m1/s1 |
InChI Key | OHWCAVRRXKJCRB-XUUWZHRGSA-N |
SMILES | CC1C(C(C(C(O1)OC)O)O)O |
Canonical SMILES | CC1C(C(C(C(O1)OC)O)O)O |
Isomeric SMILES | C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC)O)O)O |
CAS No: 6340-52-9 MDL No: MFCD00038069 Chemical Formula: C7H14O5 Molecular Weight: 178.18 |
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