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155-30-6 ,Methyl b-D-thiogalactopyranoside, CAS:155-30-6

155-30-6 ,Methyl b-D-thiogalactopyranoside,
CAS:155-30-6
C7H14O5S / 210.25
MFCD00038073

Methyl b-D-thiogalactopyranoside

甲基-β-D-硫代半乳糖苷,

Methyl b-D-thiogalactopyranoside (MTGP) is a cell lysis agent that can be used for diagnostic purposes to measure enzyme activities in cells. It is also used to determine the kinetic of an enzyme reaction, as well as its acid formation. MTGP has been shown to inhibit sugar transport and metabolism by binding to the sugar molecule and preventing it from passing through cellular membranes. This inhibition prevents the accumulation of proton gradients across the membrane, which disrupts ATP production and leads to cell death. MTGP is also an inhibitor of glucose-6-phosphate dehydrogenase (G6PDH), which converts glucose into sorbitol. Sorbitol accumulates intracellularly and leads to cell death by osmotic lysis.

Beta-D-Galactopyranoside, methyl 1-thio- (also known as 6-thiogalactoside) is a chemical compound widely used in scientific experiments due to its unique properties. In this paper, we will explore the different aspects of this compound, including its definition and background, 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:

Beta-D-Galactopyranoside, methyl 1-thio- is a disaccharide containing a galactose and a glucose molecule, linked by a glycosidic bond. This compound is widely used as a substrate for the detection of beta-galactosidase activity in different biological systems. The beta-galactosidase enzyme is responsible for hydrolyzing the glycosidic bond, releasing the galactose molecule and converting the substrate into a yellow-colored compound. This detection method has been used for the identification of gene expression, protein-protein interactions, and enzyme kinetics.

Synthesis and Characterization:

Beta-D-Galactopyranoside, methyl 1-thio- can be synthesized from lactose by the reaction with thiol reagents, such as sodium hydrosulfide or 2-mercaptoethanol, under alkaline conditions. The product is purified by high-performance liquid chromatography (HPLC) and characterized by different spectroscopic techniques, such as infrared (IR) and nuclear magnetic resonance (NMR) spectroscopy.

Analytical Methods:

Beta-D-Galactopyranoside, methyl 1-thio- can be quantified by several analytical methods, including UV-Vis spectroscopy, HPLC, and mass spectrometry (MS). UV-Vis spectroscopy is the most common method for the detection of beta-galactosidase activity using this compound. The absorbance of the yellow-colored product can be measured at 420-460 nm. HPLC and MS can be used for the identification and quantification of the compound in complex mixtures.

Biological Properties:

Beta-D-Galactopyranoside, methyl 1-thio- is a non-toxic compound that does not interfere with most biological processes. It is widely used as a substrate for the detection of beta-galactosidase activity in different organisms, including bacteria, yeast, and mammalian cells. This compound has been used for the identification of gene expression in different cell types and tissues.

Toxicity and Safety in Scientific Experiments:

Beta-D-Galactopyranoside, methyl 1-thio- is considered a safe compound for use in scientific experiments. However, it should be handled with care and disposed of properly according to the local regulations. The compound should be stored in a dry and cool place, protected from light and moisture.

Applications in Scientific Experiments:

Beta-D-Galactopyranoside, methyl 1-thio- has several applications in scientific experiments, including:

1. Detection of beta-galactosidase activity in different organisms.

2. Identification of gene expression in different cell types and tissues.

3. Screening of protein-protein interactions using the two-hybrid system.

4. Analysis of enzyme kinetics and inhibition.

5. Determination of the glycosidic linkages in complex carbohydrates.

Current State of Research:

Beta-D-Galactopyranoside, methyl 1-thio- is a well-established compound in the field of molecular biology and biochemistry. Several studies have investigated its properties and applications, leading to the development of new methods and techniques. The recent advances in genomics, proteomics, and metabolomics have expanded the use of this compound in different fields of research.

Potential Implications in Various Fields of Research and Industry:

Beta-D-Galactopyranoside, methyl 1-thio- has potential implications in various fields of research and industry, including:

1. Biotechnology: The use of this compound in the production of recombinant proteins, gene therapy, and vaccine development.

2. Food industry: The application of this compound in the analysis of complex carbohydrates in food products and the development of functional foods.

3. Pharmaceutical industry: The use of this compound in the screening of enzyme inhibitors and drug discovery.

4. Environmental science: The application of this compound in the analysis of carbohydrates in soil, water, and air.

Limitations and Future Directions:

Although Beta-D-Galactopyranoside, methyl 1-thio- has several applications, it also has some limitations. The most significant limitation is the inability to detect beta-galactosidase activity in live cells. This limitation can be addressed by the development of new methods that allow the detection of intracellular beta-galactosidase activity. Future directions for research include the development of new thiol reagents, the exploration of the biological activities of the compound, and the application of the compound in new fields of research and industry.

Future Directions:

1. Development of new substrates for the detection of glycosidase activity.

2. Identification of new biological activities of the compound.

3. Application of the compound in the development of new materials, such as hydrogels and nanoparticles.

4. Exploration of the potential of the compound in the treatment of diseases, such as cancer and Alzheimer's disease.

5. Development of new methods for the detection of beta-galactosidase activity in live cells.

6. Investigation of the mechanism of action of beta-galactosidase and its role in different biological processes.

7. Application of the compound in the discovery of new carbohydrate-based drugs and therapies.

CAS Number155-30-6
Product Namebeta-D-Galactopyranoside, methyl 1-thio-
IUPAC Name(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-methylsulfanyloxane-3,4,5-triol
Molecular FormulaC7H14O5S
Molecular Weight210.25 g/mol
InChIInChI=1S/C7H14O5S/c1-13-7-6(11)5(10)4(9)3(2-8)12-7/h3-11H,2H2,1H3/t3-,4+,5+,6-,7+/m1/s1
InChI KeyLZFNFLTVAMOOPJ-PZRMXXKTSA-N
SMILESCSC1C(C(C(C(O1)CO)O)O)O
Synonymsmethyl 1-thio-beta-D-galactopyranoside, methyl beta-D-thiogalactopyranoside, methyl beta-D-thiogalactoside, methylthiogalactoside, thiomethylgalactoside
Canonical SMILESCSC1C(C(C(C(O1)CO)O)O)O
Isomeric SMILESCS[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O
CAS No: 155-30-6 Synonyms: Methyl-1-thio-b-D-galactoside MDL No: MFCD00038073 Chemical Formula: C7H14O5S Molecular Weight: 210.25
References: 1. Barkley MD, et al., Biochem. 1975, 14, p17002. Gonzalez JB, Biotechnol. Lett. 1982, 4, p369


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