5155-43-1, Methyl-6-deoxy-a-D-glucopyranoside,
甲基-6-脱氧-α-D-吡喃葡萄糖苷,
CAS:5155-43-1
C7H14O5 / 178.18
MFCD00067372
甲基-6-脱氧-α-D-吡喃葡萄糖苷,
Methyl 6-deoxy-alpha-D-glucopyranoside, also known as methyl 6-deoxyglucoside or MDG, is a monosaccharide and a methylated derivative of 6-deoxyglucose. It is commonly used as a substrate for enzymatic assays and as a precursor in the synthesis of glycolipids.
Physical and Chemical Properties
MDG is a white to off-white crystalline powder with a melting point of 182-184°C. It is soluble in water and ethanol and has a sweet taste. The molecular formula of MDG is C7H14O5, and its molecular weight is 178.18 g/mol.
Synthesis and Characterization
MDG can be synthesized through the methylation of 6-deoxyglucose using methyl iodide in the presence of a strong base such as potassium hydroxide. The product can be characterized using various analytical techniques such as nuclear magnetic resonance spectroscopy, mass spectrometry, and infrared spectroscopy.
Analytical Methods
Various analytical methods have been developed to measure MDG concentrations in biological samples, including high-performance liquid chromatography, capillary electrophoresis, and enzymatic assays using MDG as a substrate.
Biological Properties
MDG has been shown to have a variety of biological properties, including anti-inflammatory, anti-cancer, and anti-bacterial activities. It has also been reported to inhibit the activity of the enzyme alpha-amylase, which is involved in the breakdown of carbohydrates.
Toxicity and Safety in Scientific Experiments
Studies have shown that MDG is relatively safe and non-toxic in scientific experiments. However, high doses of MDG may cause gastrointestinal irritation and diarrhea in some individuals.
Applications in Scientific Experiments
MDG is commonly used as a substrate for enzymatic assays to detect and quantify the activity of certain enzymes. It is also used as a precursor in the synthesis of glycolipids, which are important biomolecules involved in cell signaling and recognition.
Current State of Research
Current research on MDG is focused on its potential as a therapeutic agent for various diseases. Studies have shown that MDG has anti-inflammatory and anti-cancer properties, and may also be useful in the treatment of type 2 diabetes.
Potential Implications in Various Fields of Research and Industry
MDG has potential applications in various fields of research and industry, including pharmaceuticals, biotechnology, and food science. Its anti-inflammatory and anti-cancer properties make it a promising candidate for the development of new drugs, while its use as a substrate in enzymatic assays and glycolipid synthesis has numerous industrial applications.
Limitations and Future Directions
Despite its potential applications, the use of MDG is limited by its relatively low solubility and stability. Future research should focus on improving the synthesis and characterization of MDG derivatives with improved properties. Additionally, further studies are needed to fully understand the mechanisms of action of MDG and its potential as a therapeutic agent.
List of Future Directions:
1. Development of MDG derivatives with improved solubility and stability
2. Further investigation of the mechanisms of action of MDG in anti-inflammatory and anti-cancer activities
3. Exploration of the use of MDG in combination with other drugs or therapies for enhanced therapeutic effects
4. Bioprospecting for new sources of MDG and related compounds in natural products
5. Development of new analytical methods to detect MDG in complex biological samples
6. Investigation of the potential role of MDG in regulating carbohydrate metabolism and insulin sensitivity
7. Optimization of the synthesis of glycolipids using MDG as a precursor
8. Further exploration of the anti-bacterial properties of MDG and its potential as a natural preservative in food science
9. Development of MDG-based nanomaterials for targeted drug delivery
10. Investigation of the potential use of MDG as a biomarker for various diseases.
CAS Number | 5155-43-1 |
Product Name | Methyl 6-deoxy-alpha-D-glucopyranoside |
IUPAC Name | (2S,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-ZFYZTMLRSA-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: 5155-43-1,42214-11-9 MDL No: MFCD00067372 Chemical Formula: C7H14O5 Molecular Weight: 178.18 | |
References: 1. Jakinovich Jr W,., Chemical Senses, 1985, 10, p591 |
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