74513-17-0 ,正辛基-beta-D-乳糖苷,
Octyl b-D-lactoside,
CAS:74513-17-0
C20H38O11 / 454.51
MFCD01320447
正辛基-beta-D-乳糖苷,
Octyl 4-O-(b-D-galactopyranosyl)-b-D-glucopyranoside is a galactose derivative of octyl 4-O-(b-D-glucopyranosyl)-b-D-glucopyranoside. It has been used to immobilize the enzyme phospholipase A2 in an exothermic reaction. This product is a white solid that is soluble in water. Octyl 4-O-(b-D-galactopyranosyl)-b-D-glucopyranoside has been shown to be effective against mycobacteria such as Mycobacterium avium complex and Mycobacterium tuberculosis, but not against other bacteria. This product may be useful for the treatment of mycobacterial infections because it exhibits excisional activity and can cleave phospholipid membranes.
Octyl b-D-Lactoside is a pure compound that is widely used in different scientific experiments. It is also used as an ingredient in different industries, such as the cosmetics industry. Octyl b-D-Lactoside is a glycolipid, and it has a wide range of applications in numerous scientific fields. For instance, it can be used in protein crystallization, structural biology, and drug delivery. This paper will provide a comprehensive review of Octyl b-D-Lactoside, including its definition, physical and chemical properties, synthesis, analytical methods, biological properties, toxicity and safety, applications, current state of research, potential implications in various fields of research and industry, limitations, and future directions.
Definition and Background
Octyl b-D-Lactoside is a glycolipid that is also known by its chemical name 1-O-octyl-b-D-lactopyranoside. It is a water-soluble surfactant and is commonly used as a detergent or solubilizing agent in different scientific experiments. The glycolipid has a molecular weight of 454.51 and a chemical formula of C20H38O11. It is typically produced as a white, odorless, and hygroscopic powder. The compound was first synthesized and characterized in 1985 by the von Heijne laboratory.
Synthesis and Characterization
Octyl b-D-Lactoside can be synthesized through several methods, including enzymatic hydrolysis, acid-catalyzed cleavage, and chemical synthesis. The most common method of synthesis is the chemical synthesis, whereby lactose is heated with octyl bromide in the presence of a base catalyst. The product formed after the reaction is purified by recrystallization, and the final product is obtained. After production, Octyl b-D-Lactoside can be characterized using different techniques, including nuclear magnetic resonance (NMR), infrared spectroscopy (IR), and high-performance liquid chromatography (HPLC).
Analytical Methods
Octyl b-D-Lactoside can be analyzed using different analytical methods. Among them are gel filtration chromatography (GFC), capillary electrophoresis (CE), differential scanning calorimetry (DSC), and light scattering. Gel filtration chromatography is used to determine the size distribution of Octyl b-D-Lactoside micelles and vesicles in the presence of detergents. Capillary electrophoresis is used to analyze the purity of Octyl b-D-Lactoside, while differential scanning calorimetry is used to determine the melting and structural changes of Octyl b-D-Lactoside.
Biological Properties
Octyl b-D-Lactoside has several biological properties, including its ability to form crystalline complexes with membrane proteins. The compound is also a nonionic surfactant that can be used to extract and purify membrane proteins. Additionally, it has been shown to stabilize and enhance the activity of different enzymes. Octyl b-D-Lactoside has also been used in different studies to solubilize and crystallize integral membrane proteins. However, it should be noted that high concentrations of Octyl b-D-Lactoside can cause protein inactivation.
Toxicity and Safety in Scientific Experiments
Octyl b-D-Lactoside has low toxicity and is considered safe for scientific experiments. At low concentrations, the compound is not likely to cause skin irritation or respiratory problems. It has been approved by different regulatory bodies, including the US Food and Drug Administration (FDA) and the European Medicines Evaluation Agency (EMEA). However, researchers should always wear personal protective equipment (PPE) when handling Octyl b-D-Lactoside. Any ingestion or contact with skin or eyes should be immediately treated with the appropriate first aid measures.
Applications in Scientific Experiments
Octyl b-D-Lactoside has several applications in different scientific experiments. In structural biology, it is commonly used as a detergent to extract and purify membrane proteins, as well as to solubilize and crystallize hydrophobic membrane proteins. Additionally, Octyl b-D-Lactoside is used in protein-protein interactions, cell signaling, and drug delivery. It has also been found to improve the stability and enhance the activity of different enzymes.
Current State of Research
Octyl b-D-Lactoside has been extensively studied by the scientific community. Research has focused on the synthesis of the compound, its use in protein crystallization, its ability to extract and purify membrane proteins, and its potential applications in drug delivery. Researchers have also explored the cytotoxicity and genotoxicity of Octyl b-D-Lactoside. Despite all the studies conducted, there is still much to be learned regarding the properties of the compound.
Potential Implications in Various Fields of Research and Industry
Octyl b-D-Lactoside has potential implications in various research fields, including structural biology, protein crystallization, drug discovery, and drug delivery. In the cosmetics industry, it can be used as an emulsifier or solubilizer. Additionally, it can be used as a detergent or surfactant in the food and beverage, pharmaceutical, and agricultural industries.
Limitations and Future Directions
One of the main limitations of Octyl b-D-Lactoside is that it can cause protein inactivation at high concentrations. Researchers should therefore use careful concentration-dependent studies to test the applicability of the compound in different fields. Additionally, further research should investigate the potential effects of Octyl b-D-Lactoside on human health and the environment. Future directions may also include the investigation of different analogs of the compound which may provide better results toward specific experiences.
Another future direction is to improve the synthesis method to allow for the generation of more cost-effective and environmentally friendly production of Octyl b-D-Lactoside. Given the potential applications in the food and beverage industry, several studies could be conducted to investigate its impact and how it can be used in antiseptics or preservatives for food items. More research is also needed to determine the impact of Octyl b-D-Lactoside on the environment and to develop methods to minimize their effects. Lastly, further research is required to discover other potential properties and applications of the compound.
Conclusion
Octyl b-D-Lactoside is a glycolipid that has several applications in different scientific fields. This paper has provided a thorough review of Octyl b-D-Lactoside, including its definition and background, physical and chemical properties, synthesis, analytical methods, biological properties, toxicity and safety, applications, current state of research, potential implications in various research fields and industries, and limitations and future directions. Further research is needed to explore the potential of Octyl b-D-Lactoside and improve the synthesis and applications of the compound.
CAS Number | 74513-17-0 |
Product Name | Octyl b-D-Lactoside |
IUPAC Name | (2S,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-octoxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol |
Molecular Formula | C20H38O11 |
Molecular Weight | 454.51 g/mol |
InChI | InChI=1S/C20H38O11/c1-2-3-4-5-6-7-8-28-19-17(27)15(25)18(12(10-22)30-19)31-20-16(26)14(24)13(23)11(9-21)29-20/h11-27H,2-10H2,1H3/t11-,12-,13+,14+,15-,16-,17-,18-,19-,20+/m1/s1 |
InChI Key | MASIZQYHVMQQKI-YAIANMIZSA-N |
SMILES | CCCCCCCCOC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)O)O)O)O)O |
Synonyms | Octyl 4-O-β-D-Galactopyranosyl-β-D-glucopyranoside |
Canonical SMILES | CCCCCCCCOC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)O)O)O)O)O |
Isomeric SMILES | CCCCCCCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O)O)O |
CAS No: 74513-17-0 Synonyms: Octyl b-D-lactoside MDL No: MFCD01320447 Chemical Formula: C20H38O11 Molecular Weight: 454.51 |
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