2871-15-0 ,苯基-alpha-D-半乳糖苷,
Phenyl a-D-galactopyranoside,
CAS:2871-15-0
C12H16O6 / 256.25
MFCD00064094
Phenyl a-D-galactopyranoside is a pesticide that is used to control the growth of endophytic fungi. It has been shown to have an antibacterial effect against Gram-positive bacteria and can be used as a fungicide. Phenyl a-D-galactopyranoside can be synthesized from the corresponding synthons, which are 3-hydroxybenzoic acid and 4-methylphenol. This compound contains a carbonyl group and hydroxyl group that are reactive with enzymes such as esterases, glucuronidases, and glutathione reductase, which hydrolyzes it into its inactive form.
Phenyl-alpha-D-galactopyranoside (PAG) is a chemical compound that belongs to the class of galactosides. It has a phenyl group attached to the alpha position of the galactose ring. It is often used as a substrate to study enzymes such as alpha-galactosidases. The sugar moiety of PAG is widely used as a probe for carbohydrate binding studies.
Physical and Chemical Properties:
PAG has a white crystalline appearance with a melting point of 130-132 degrees Celsius. It is soluble in water, ethanol, and methanol.
The chemical formula of PAG is C12H18O6, and its molecular weight is 258.27 g/mol.
Synthesis and Characterization:
PAG can be synthesized using various methods. One of the most commonly used methods involves the reaction between benzyl alpha-galactoside and phenylmagnesium bromide in refluxing ethanol, followed by removal of the benzyl group. The resulting product, PAG, is then purified using column chromatography.
PAG can be characterized using various techniques such as nuclear magnetic resonance spectroscopy, mass spectrometry, and infrared spectroscopy. The characterization helps to confirm the identity of the compound and its purity.
Analytical Methods:
Various analytical methods are available to determine the concentration of PAG in a sample. These include UV-Visible spectrophotometry, HPLC, and TLC. These methods are often used in biochemical and biophysical studies.
Biological Properties:
PAG has been shown to have antibacterial, antifungal, and anticancer properties. It has been used as a substrate for studying enzymes such as alpha-galactosidases and glycosidases. PAG has also been used to study carbohydrate-protein interactions.
Toxicity and Safety in Scientific Experiments:
Studies have shown that PAG has low toxicity in mice and rats. However, its toxicity in humans is not well studied. Proper safety precautions and handling procedures should be followed when handling PAG in research settings.
Applications in Scientific Experiments:
PAG is widely used as a substrate for studying enzymes such as alpha-galactosidases and glycosidases. Its chemical structure makes it an excellent probe for studying carbohydrate-protein interactions. PAG can also be used as a starting material for the synthesis of other compounds.
Current State of Research:
Research on PAG is ongoing, with new applications and uses being discovered. Recent studies have focused on its use in developing new therapeutics for cancer, bacterial infections, and viral infections.
Potential Implications in Various Fields of Research and Industry:
The potential applications of PAG are vast and varied. In the pharmaceutical industry, PAG can be used to develop new drugs for cancer and infectious diseases. In the food industry, PAG can be used as a food additive or a flavoring agent. In the biotechnology industry, PAG can be used to develop new enzymes or biocatalysts.
Limitations and Future Directions:
Despite its broad scope of applications, PAG has its limitations. One limitation is its cost, which can be prohibitive for some research applications. Another limitation is its limited solubility in organic solvents, which can affect its use in some experiments.
Future directions in PAG research include the development of new synthetic routes, improving its solubility, and identifying new applications in different fields of research and industry.
Additional future directions include investigating the potential use of PAG in agriculture, cosmetics, and environmental remediation. Research can also focus on developing new delivery systems for PAG-based drugs and exploring the possibility of PAG as a diagnostic tool for various diseases.
CAS Number | 2871-15-0 |
Product Name | Phenyl-alpha-D-galactopyranoside |
IUPAC Name | (2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-phenoxyoxane-3,4,5-triol |
Molecular Formula | C12H16O6 |
Molecular Weight | 256.25 g/mol |
InChI | InChI=1S/C12H16O6/c13-6-8-9(14)10(15)11(16)12(18-8)17-7-4-2-1-3-5-7/h1-5,8-16H,6H2/t8-,9+,10+,11-,12+/m1/s1 |
InChI Key | NEZJDVYDSZTRFS-IIRVCBMXSA-N |
SMILES | C1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O |
Canonical SMILES | C1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O |
Isomeric SMILES | C1=CC=C(C=C1)O[C@@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O |
CAS No: 2871-15-0 MDL No: MFCD00064094 Chemical Formula: C12H16O6 Molecular Weight: 256.25 |
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