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55722-48-0 ,Methyl 2,3,4,6-tetra-O-acetyl-b-D-thiogalactopyranoside, CAS:55722-48-0

55722-48-0 ,Methyl 2,3,4,6-tetra-O-acetyl-b-D-thiogalactopyranoside,
C15H22O9S / 378.395

Methyl 2,3,4,6-tetra-O-acetyl-b-D-thiogalactopyranoside


Methyl 2,3,4,6-tetra-O-acetyl-beta-D-thiogalactopyranoside (Me-ThioGal) is a chemical compound that has drawn increasing interest in its applications in scientific experiments. Me-ThioGal is a thioglycoside derivative of galactose and has been used in various biological and chemical studies due to its unique chemical and physical properties. In this paper, we will discuss the definition and background of Me-ThioGal, its physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications in scientific experiments, current state of research, potential implications in various fields of research and industry, limitations, and future directions.

Definition and Background:

Me-ThioGal is a thioglycoside derivative of galactose commonly used in chemical and biological experiments, where it is used as a mimic of glycosylated molecules. Glycosylation plays a vital role in many biological processes, and the study of glycan structures and their biosynthesis is essential in developing treatments for several diseases. However, isolating and manipulating glycan structures is challenging, and Me-ThioGal has been used as an alternative in its mimicry of glycan structures in various experiments.

Physical and Chemical Properties:

Me-ThioGal is a white, crystalline powder with a molecular weight of 378.395 g/mol. It is soluble in DMSO, DMF, and water at mild temperatures. It is highly reactive and can form glycosyl donors or acceptors for glycosylation reactions, making it a useful tool in carbohydrate chemistry.

Synthesis and Characterization:

Me-ThioGal can be synthesized by acetylating the hydroxyl groups on galactose followed by thiolation using thioacetic acid. The final product can be purified by column chromatography or recrystallization. Me-ThioGal can be characterized using various spectroscopic techniques such as NMR spectroscopy, IR spectroscopy, and mass spectrometry.

Analytical Methods:

Me-ThioGal can be analyzed using several analytical methods such as TLC, HPLC, and GC. Thin-layer chromatography (TLC) is commonly used to check the purity of Me-ThioGal, while high-performance liquid chromatography (HPLC) can determine its purity and identity. Gas chromatography (GC) can be used to determine its structure and composition.

Biological Properties:

Me-ThioGal has shown significant biological activity in various studies. It can interact with various enzymes, including glycosidases and transferases, and has been used to inhibit the activity of these enzymes. Furthermore, it has been used to study the binding of glycosylated biomolecules to specific proteins, where it has been used to mimic the oligosaccharide structures present on cell surfaces.

Toxicity and Safety in Scientific Experiments:

Me-ThioGal has low toxicity and is generally considered safe to use in scientific experiments. However, like any chemical compound, safety precautions should be taken when handling Me-ThioGal.

Applications in Scientific Experiments:

Me-ThioGal has many applications in scientific experiments, including the synthesis of oligosaccharides and glycopeptides, the study of glycosylation pathways, and the development of glycosidase inhibitors. Furthermore, it can be used to study the binding of glycosylated molecules to proteins, which has implications in several biological processes such as cell signaling and immune response.

Current State of Research:

Research on Me-ThioGal has primarily focused on its chemical and biological properties and its applications in various scientific experiments. Recent studies have shown potential applications in drug delivery and vaccine development, where the compound has been used to modify the surface of nanoparticles and proteins to increase their biocompatibility and bioavailability.

Potential Implications in Various Fields of Research and Industry:

Me-ThioGal has potential implications in several fields of research and industry, including glycosylation studies, drug discovery, and vaccine development. Glycosylation plays a critical role in many biological processes, and the development of glycan-based therapies is a growing field of research. Furthermore, Me-ThioGal has potential applications in drug delivery and vaccine development, where it is used to modify the surface of nanoparticles and proteins, improving their biocompatibility and bioavailability.

Limitations and Future Directions:

Despite its many applications, there are several limitations to the use of Me-ThioGal, including its low solubility in water, its potential toxicity, and the challenges in its synthesis and purification. Future research should focus on improving its solubility and investigating its potential as a drug delivery system. Additionally, there is a need for further studies on its potential toxicity and safety.

Future Directions:

- Investigating the use of Me-ThioGal in the development of glycan-based therapies

- Improving the solubility of Me-ThioGal in water

- Studying the potential toxicity of Me-ThioGal in different organisms

- Exploring the potential of Me-ThioGal as a drug delivery system

- Developing new methods for synthesizing and purifying Me-ThioGal

- Investigating the use of Me-ThioGal in vaccine development.

CAS Number55722-48-0
Product NameMethyl 2,3,4,6-tetra-O-acetyl-beta-D-thiogalactopyranoside
IUPAC Name[(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-methylsulfanyloxan-2-yl]methyl acetate
Molecular FormulaC15H22O9S
Molecular Weight378.395 g/mol
Isomeric SMILESCC(=O)OC[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)SC)OC(=O)C)OC(=O)C)OC(=O)C
CAS No: 55722-48-0 MDL No: MFCD00080806 Chemical Formula: C15H22O9S Molecular Weight: 378.395


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