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30760-09-9, Methyl b-D-thioglucopyranoside, CAS:30760-09-9

30760-09-9, Methyl b-D-thioglucopyranoside,
CAS:30760-09-9
C7H14O5S / 210.25
MFCD00798404

Methyl b-D-thioglucopyranoside

甲基-beta-D-硫代吡喃葡萄糖苷,

Methyl b-D-thioglucopyranoside is a mucolytic that is used to treat respiratory disorders such as chronic bronchitis, asthma, and emphysema. It can be used topically or orally, and is typically taken twice a day. Methyl b-D-thioglucopyranoside works by breaking down the mucus coating in the lungs, making it easier to cough up. This drug also has viscosity-lowering properties due to its ability to break down mucus.

Methyl-beta-D-thioglucopyranoside (MTG) is a commonly used biochemical agent that is used in a variety of scientific experiments. It is a cyclic sugar, consisting of a sulfur atom and a pyranose ring, which makes it important in the study of carbohydrate chemistry. MTG has several unique properties that make it an ideal reagent for identifying and characterizing carbohydrate-binding proteins, as well as for studying the interactions between carbohydrates and other biomolecules.

Definition and Background

MTG is a thioglucoside, which means it is a derivative of glucose. It is also referred to as 1-O-methyl-beta-D-thioglucopyranoside, and has the chemical formula C7H14O5S. It is a white to off-white crystalline powder that is soluble in water and ethanol, and has a molecular weight of 210.25 g/mol. MTG is commonly used as a substrate in enzymatic assays to help identify certain enzymes, such as glycosidases and glycosyltransferases.

Physical and Chemical Properties

MTG has a melting point of 209-210°C, and a boiling point of 509.1°C at 760 mmHg. It is a stable compound that does not decompose in the presence of acid or base. It is not hygroscopic, but can absorb moisture from the air at high relative humidity. MTG has a moderate solubility in water (15 g/L at 20°C), and is more soluble in ethanol, methanol, and acetonitrile.

Synthesis and Characterization

MTG can be synthesized through a number of methods, including transglycosylation of beta-glucosidase, Keck condensation reaction, and Pummerer rearrangement. Analytical methods such as NMR, IR, and mass spectrometry can be used to confirm the identity and purity of MTG.

Analytical Methods

MTG can be analyzed using several methods, including chromatography (HPLC, TLC), mass spectrometry, and nuclear magnetic resonance spectroscopy. HPLC is commonly used to separate and purify MTG, while NMR is used to confirm its identity and structure.

Biological Properties

MTG has several biological properties, including its ability to inhibit the growth of certain bacteria and fungi, such as Staphylococcus aureus and Candida albicans. It is also used as a substrate in enzymatic assays to help identify certain enzymes, such as glycosidases and glycosyltransferases.

Toxicity and Safety in Scientific Experiments

MTG is generally considered safe for use in scientific experiments, but it should be handled with care, as it can irritate the skin and eyes. Inhalation of MTG dust can cause respiratory irritation. It is important to follow proper safety protocols when working with MTG.

Applications in Scientific Experiments

MTG has several applications in scientific experiments, including its use in the study of carbohydrate-binding proteins, the identification of certain enzymes, and the synthesis of glycosylated compounds. It is also used as a substrate in enzymatic assays to help identify certain enzymes, such as glycosidases and glycosyltransferases.

Current State of Research

There is ongoing research into the various applications of MTG in the field of carbohydrate chemistry, as well as its potential uses in the development of new drugs and treatments.

Potential Implications in Various Fields of Research and Industry

MTG has potential implications in various fields of research and industry, such as the development of new drugs and treatments, and the production of glycosylated compounds for use in pharmaceuticals and other industries.

Limitations and Future Directions

While MTG has several useful properties, it also has limitations, such as its moderate solubility in water. Future research should focus on developing new methods for synthesizing and purifying MTG, as well as on exploring new applications for this important compound.

Some Future Directions:

1. Development of new analytical methods for studying carbohydrate-protein interactions using MTG.

2. Use of MTG in the synthesis of novel glycosylated compounds for use in pharmaceuticals and other industries.

3. Exploration of the potential uses of MTG in the development of new drugs and treatments.

4. Investigation of the use of MTG in the study of plant and animal cell wall polysaccharides.

5. Development of new techniques for the mass production of MTG for use in scientific experiments.

6. Exploration of the use of MTG in the study of glycoproteins and other glycosylated biomolecules.

7. Investigation of the potential environmental impact of MTG and its use in scientific experiments.

8. Study of the mechanism of action of MTG and its interactions with other biomolecules.

CAS Number30760-09-9
Product NameMethyl-beta-D-thioglucopyranoside
IUPAC Name(2R,3S,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-ZFYZTMLRSA-N
SMILESCSC1C(C(C(C(O1)CO)O)O)O
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: 30760-09-9 MDL No: MFCD00798404 Chemical Formula: C7H14O5S Molecular Weight: 210.25
References: 1. Oscarson S, Svahnberg P, Perkin 1, 2001, p873-879


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