Methyl b-D-galactopyranoside

甲基-b-D-吡喃半乳糖苷

Methyl beta-D-galactopyranoside (MBG) is a compound used in various fields of scientific research and industry. This paper delves into the essential aspects of MBG, including its definition, properties, synthesis, characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications, current state of research, potential implications, limitations, and future directions.

Definition and Background:

MBG is a chemical compound with the molecular formula C7H14O6 and the IUPAC name methyl 2,3,4-tri-O-acetyl-β-D-galactopyranoside. This compound is a derivative of β-D-galactopyranoside, which is a monosaccharide sugar with six carbon atoms. MBG is a white crystalline powder and has a molecular weight of 194.18 g/mol.

Physical and Chemical Properties:

The physical properties of MBG are as follows:

• Boiling point: 168-170°C at 0.5 mmHg

• Melting point: 129-131°C

• Solubility: soluble in water, ethanol, and methanol

The chemical properties of MBG are as follows:

• Molecular formula: C7H14O6

• Molecular weight: 194.18 g/mol

• Density: 1.49 g/cm3

• Refractive index: 1.502

• Optical rotation: +43.4° (c=1, H2O)

Synthesis and Characterization:

MBG can be synthesized by a variety of methods, including acetylation of β-D-galactopyranoside using acetic anhydride and catalytic amount of pyridine, followed by methylation using iodomethane and silver oxide. MBG can be characterized using various analytical techniques, including NMR spectroscopy, infrared spectroscopy, and mass spectrometry.

Analytical Methods:

Analytical methods used for the detection and quantification of MBG in biological and chemical samples include high-performance liquid chromatography (HPLC), gas chromatography (GC), and capillary electrophoresis (CE). These methods can precisely quantify MBG in a range of matrices, including urine, blood, and tissue samples.

Biological Properties:

MBG has been found to possess various biological properties, including antibacterial, antiviral, and antitumor properties. MBG inhibits the growth of bacteria and viruses, including Staphylococcus aureus, Escherichia coli, and Herpes Simplex Virus. Additionally, MBG has been shown to exert antitumor effects via induction of apoptosis and inhibition of cell proliferation.

Toxicity and Safety in Scientific Experiments:

MBG has been reported to be a safe compound when used in scientific experiments. No acute or chronic toxicity data or side effects have been observed in human and animal studies.

Applications in Scientific Experiments:

MBG finds applications in scientific experiments primarily due to its ability to mimic the binding of galactose-containing molecules to cell-surface receptors. The most common application of MBG is as a non-metabolizable substrate for studying the transport of sugars in bacteria. Additionally, MBG has been used as a ligand in affinity chromatography for the purification of galactose-binding proteins.

Current State of Research:

The current state of research primarily focuses on the therapeutic potential of MBG in various diseases, including cancers, infectious diseases, and metabolic disorders. Recent studies have shown that MBG inhibits the growth of cancer cells, and its mechanism of action involves the downregulation of various oncogenic signaling pathways.

Potential Implications in Various Fields of Research and Industry:

MBG has potential implications in various fields of research and industry, including biotechnology, pharmaceuticals, and agriculture. MBG can be used in the development of new drugs against cancer, infectious diseases, and metabolic disorders. Additionally, MBG can be utilized in the production of functional foods and nutraceuticals.

Limitations and Future Directions:

Despite the numerous potential applications of MBG, limitations exist, primarily concerning its limitations in certain fields of research. For instance, MBG cannot be used as a substrate for studying sugar transport in mammalian cells as this compound is not recognized by mammalian sugar transporters. Future directions in the research of MBG include investigating its potential as a therapeutic agent in the treatment of various diseases and discovering new synthetic methods for the production of MBG. Other potential future directions include exploring the biological mechanisms of MBG and developing new analytical methods for the detection of MBG in biological and chemical samples.

COA:

Name: Methyl β-D-galactopyranoside                                                            CAS: 1824-94-8

M.F.: C₇H₁₄O₆                    M.W.: 194.18                  Batch No: 20111202     Quantity: 186g