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  • 40427-75-6 ,正辛基-beta-D-吡喃半乳糖苷, Octyl b-D-galactopyranoside, CAS:40427-75-6
40427-75-6 ,正辛基-beta-D-吡喃半乳糖苷, Octyl b-D-galactopyranoside, CAS:40427-75-6

40427-75-6 ,正辛基-beta-D-吡喃半乳糖苷, Octyl b-D-galactopyranoside, CAS:40427-75-6

40427-75-6 ,正辛基-beta-D-吡喃半乳糖苷,
Octyl b-D-galactopyranoside,
CAS:40427-75-6
C14H28O6 / 292.37
MFCD00274445

Octyl b-D-galactopyranoside

正辛基-beta-D-吡喃半乳糖苷

Octyl β-D-galactopyranoside is a chemosensor that has been used to detect the presence of aldehydes. The transfer mechanism of octyl β-D-galactopyranoside involves micelles, which are aggregates of amphiphilic molecules that form spherical structures in water. Octyl β-D-galactopyranoside has been shown to have antibacterial activity against gram-positive bacteria and leishmania parasites. This compound is also used as a glycosidase inhibitor, which prevents the breakdown of carbohydrates by enzymes called glycosidases. It is believed that this inhibition occurs because octyl β-D-galactopyranoside binds to the active site of the enzyme, thereby preventing access by the substrate. The optimum temperature for octyl β-D-galactopyranoside's activity is between 20 and 25 degrees Celsius. 

Octyl Beta-D-Galactopyranoside (OG) is a non-ionic detergent that is widely used in scientific experiments to solubilize proteins and to enhance their stability. It belongs to the category of alkyl glycosides, which are amphiphilic molecules comprising a hydrophobic alkyl group and a hydrophilic sugar moiety. OG is prepared by the condensation of octyl alcohol with D-galactose, followed by acetylation and deacetylation of the resulting compound to yield OG. The detergent is highly soluble in aqueous solutions and has a low critical micelle concentration, making it suitable for a wide range of applications in biochemistry and biotechnology.

Physical and Chemical Properties:

OG has a molecular weight of 292.37 g/mol and a molecular formula of C14H28O6. It is a white, crystalline powder with a melting point of 86-89°C, a boiling point of 457.5°C, and a density of 1.20 g/cm3 at 20°C. OG is soluble in water, ethanol, and many organic solvents, such as chloroform and methanol. Its surface tension-reducing capacity is relatively low, but it is effective in solubilizing membrane proteins and lipid bilayers due to its hydrophobic and hydrophilic nature.

Synthesis and Characterization:

The synthesis of OG involves the chemical condensation of octyl alcohol with D-galactose in the presence of a catalyst such as sulfuric acid. The resulting compound is acetylated, followed by deacetylation to yield OG. The purity and identity of OG can be confirmed by analytical methods such as high-performance liquid chromatography (HPLC), nuclear magnetic resonance spectroscopy (NMR), and mass spectrometry (MS).

Analytical Methods:

OG can be analyzed quantitatively by various analytical methods, such as HPLC, gas chromatography (GC), MS, and ultraviolet-visible (UV-Vis) spectroscopy. These methods can be used to determine the concentration, purity, and identity of OG in solution, as well as its stability and degradation under different conditions.

Biological Properties:

OG is widely used in biochemistry and biotechnology to solubilize membrane proteins and lipids, and to enhance their stability and activity. The detergent is also used in the preparation of cell lysates and in virus purification. OG exhibits low toxicity and is not mutagenic or carcinogenic. However, it may interfere with some biological assays and should be used cautiously in experiments involving proteins and cells.

Toxicity and Safety in Scientific Experiments:

The safety of OG in scientific experiments has been evaluated in various studies. OG is generally considered to be non-toxic and safe for use in protein purification, as well as in virus and cell studies. However, it is important to use appropriate safety measures when handling OG, such as wearing gloves and protective clothing.

Applications in Scientific Experiments:

OG has a wide range of applications in scientific experiments. It is commonly used to solubilize membrane proteins and enhance their stability and activity. It is also used in the preparation of cell lysates and in virus purification. In addition, OG is used in the crystallization of proteins, in enzyme kinetics studies, and in assays for the detection of biologically active molecules.

Current State of Research:

The current state of research on OG is focused on its use in protein purification, crystallization, and membrane studies. The use of OG in membrane protein research has been particularly promising, and has led to the development of new methods for the solubilization and stabilization of membrane proteins. In addition, new applications for OG in drug delivery and sensing are being explored.

Potential Implications in Various Fields of Research and Industry:

The use of OG has potential implications in various fields of research and industry. In biochemistry and biotechnology, it is an essential tool for the solubilization and purification of membrane proteins and lipids. In pharmaceuticals, it could be used as a carrier for drug delivery. In analytical chemistry, it could be used in the detection and quantification of biologically active molecules. In food science, it could be used as an emulsifier in the production of dairy products. In cosmetics, it could be used as a surfactant in skin care products.

Limitations and Future Directions:

Although OG has many advantages in scientific experiments, it also has some limitations. For example, it may interfere with some biochemical assays and may have adverse effects on some proteins and cells. In addition, its low surface tension-reducing capacity may limit its use in some applications. Future research directions for OG may include the development of new synthesis methods, the optimization of its properties for specific applications, and the exploration of its use in new fields of research and industry.

Some potential future directions for OG include:

1. Exploration of its use in drug delivery systems, such as targeted drug delivery to cancer cells.

2. Improvement of its stability under various conditions, especially in aqueous solutions.

3. Investigation of its use as an emulsifier in food science applications.

4. Optimization of its properties for protein crystallization and membrane studies.

5. Development of new techniques for the solubilization and purification of membrane proteins using OG.

6. Exploration of its use in environmental science, such as in the remediation of contaminated soil and water.

7. Investigation of its use in the development of biosensors for the detection of biologically active molecules.

8. Improvement of its biocompatibility and safety for use in biomedical applications.

In conclusion, OG is a versatile detergent with many applications in biochemistry and biotechnology. It has unique properties that make it a valuable tool for the solubilization and purification of membrane proteins and lipids, as well as in other scientific experiments. However, there are still limitations and challenges to be overcome, and future research directions for OG may lead to new applications and insights in various fields of research and industry.

CAS Number40427-75-6
Product NameOctyl Beta-D-Galactopyranoside
IUPAC Name(2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-octoxyoxane-3,4,5-triol
Molecular FormulaC14H28O6
Molecular Weight292.37 g/mol
InChIInChI=1S/C14H28O6/c1-2-3-4-5-6-7-8-19-14-13(18)12(17)11(16)10(9-15)20-14/h10-18H,2-9H2,1H3/t10-,11+,12+,13-,14-/m1/s1
InChI KeyHEGSGKPQLMEBJL-MBJXGIAVSA-N
SMILESCCCCCCCCOC1C(C(C(C(O1)CO)O)O)O
Synonymsoctyl beta-D-galactopyranoside, octyl galactopyranoside
Canonical SMILESCCCCCCCCOC1C(C(C(C(O1)CO)O)O)O
Isomeric SMILESCCCCCCCCO[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O
CAS No: 40427-75-6 Synonyms: n-Octyl b-D-galactoside MDL No: MFCD00274445 Chemical Formula: C14H28O6 Molecular Weight: 292.37
References: 1. Stevenson DE, Stanley RA, Furneaux RH, Biotechnol. Bioeng. 1993, 42, 657-666

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