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105120-89-6 , 2-Pyridyl 2,3,4,6-tetra-O-acetyl-b-D-thioglucopyranoside, CAS:105120-89-6

105120-89-6 , 2-Pyridyl 2,3,4,6-tetra-O-acetyl-b-D-thioglucopyranoside,
CAS:105120-89-6
C19H23NO9S / 441.45
MFCD03094009

2-Pyridyl 2,3,4,6-tetra-O-acetyl-b-D-thioglucopyranoside

2-吡啶基-2,3,4,6-O-四乙酰基-beta-D-1-硫代吡喃葡萄糖苷,

2-Pyridyl 2,3,4,6-tetra-O-acetyl-b-D-thioglucopyranoside (PTG) is a chemical compound that belongs to the thioglucoside family of molecules. Thioglucosides are compounds that contain a sugar molecule (in this case, glucose) and a sulfur-containing group. PTG is commonly used in scientific experiments as a substrate for detecting enzymes that break down sugars (glycoside hydrolases).

PTG was first synthesized in 1970 by Hjelmqvist and Danielsson. Since then, it has been widely used in enzymatic assays for the detection, measurement, and identification of glycoside hydrolases.

Synthesis and Characterization

PTG can be synthesized from commercially available compounds, such as glucose, pyridine, and thiourea, by a multi-step reaction process. The synthesis involves the protection of glucose with acetyl groups, followed by the reaction with pyridine and thiourea and deprotection of the acetyl groups.

PTG can be characterized by various analytical methods, such as nuclear magnetic resonance (NMR) spectroscopy, infrared (IR) spectroscopy, and mass spectrometry (MS). These methods can provide information on the chemical structure, purity, and identity of PTG.

Analytical Methods

PTG is commonly used as a substrate in enzyme assays, particularly for the detection of glycoside hydrolases. This is because glycoside hydrolases can hydrolyze the glycosidic bond between the sugar molecule and the sulfur-containing group of PTG, resulting in a measurable product (pyridine-2-thione).

Other analytical methods that can be used for the detection and measurement of PTG include high-performance liquid chromatography (HPLC), thin-layer chromatography (TLC), and capillary electrophoresis (CE).

Biological Properties

PTG has been reported to have antimicrobial activity against some bacteria and fungi. For example, PTG has been shown to inhibit the growth of Escherichia coli and Candida albicans. However, the mechanism of action of PTG against these microorganisms is not fully understood.

PTG has also been used as a tool for studying the structure and function of glycoside hydrolases. By measuring the activity of these enzymes on PTG, researchers can gain insight into their catalytic mechanisms and substrate specificities.

Toxicity and Safety in Scientific Experiments

PTG has low toxicity and is considered safe for use in scientific experiments at appropriate concentrations. However, as with any chemical compound, appropriate safety measures should be taken when handling PTG, such as wearing gloves and protective clothing.

Applications in Scientific Experiments

PTG has many applications in scientific experiments, particularly in the field of enzymology. It is commonly used as a substrate for the detection and measurement of glycoside hydrolases, which are enzymes that break down glycosidic bonds between sugar molecules.

PTG can also be used as a tool for studying the structure and function of enzymes and their interactions with substrates and inhibitors.

Current State of Research

The current state of research on PTG is focused mainly on its applications in enzymology and its antimicrobial properties. The use of PTG in enzymatic assays has been well established and is widely used in research and industry.

There is also ongoing research on the mechanism of action of PTG against microorganisms and its potential use as an antimicrobial agent.

Potential Implications in Various Fields of Research and Industry

The potential implications of PTG in various fields of research and industry are vast. PTG can be used for the detection and measurement of glycoside hydrolases in various applications, such as the detection of bacterial and fungal infections, the production of biofuels, and the degradation of plant cell walls for the production of biofuels and other chemicals.

PTG may also have potential as an antimicrobial agent in the food and pharmaceutical industries.

Limitations and Future Directions

Despite its many applications, there are some limitations to the use of PTG in scientific experiments. One limitation is that PTG may not be an appropriate substrate for all glycoside hydrolases, as some enzymes may not be able to hydrolyze the glycosidic bond between the sugar molecule and the sulfur-containing group.

Another limitation is that the detection of PTG can be affected by other compounds in the sample matrix, such as salts and organic acids.

Future directions for research on PTG include the development of more sensitive and specific assays for glycoside hydrolases, the identification of new applications for PTG in various fields, and the development of new antimicrobial agents based on PTG or its derivatives.

CAS Number105120-89-6
Product Name2-Pyridyl 2,3,4,6-tetra-O-acetyl-b-D-thioglucopyranoside
IUPAC Name[(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-pyridin-2-ylsulfanyloxan-2-yl]methyl acetate
Molecular FormulaC19H23NO9S
Molecular Weight441.45
InChIInChI=1S/C19H23NO9S/c1-10(21)25-9-14-16(26-11(2)22)17(27-12(3)23)18(28-13(4)24)19(29-14)30-15-7-5-6-8-20-15/h5-8,14,16-19H,9H2,1-4H3/t14-,16-,17+,18-,19+/m1/s1
SMILESCC(=O)OCC1C(C(C(C(O1)SC2=CC=CC=N2)OC(=O)C)OC(=O)C)OC(=O)C


CAS No: 105120-89-6 MDL No: MFCD03094009 Chemical Formula: C19H23NO9S Molecular Weight: 441.45


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