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  • 20721-62-4 ,4-异硫氰酸苯基-beta-D-半乳糖苷, CAS:20721-62-4
20721-62-4 ,4-异硫氰酸苯基-beta-D-半乳糖苷, CAS:20721-62-4

20721-62-4 ,4-异硫氰酸苯基-beta-D-半乳糖苷, CAS:20721-62-4

20721-62-4,β-D-Galactopyranosylphenyl isothiocyanate,
4-异硫氰酸苯基-beta-D-半乳糖苷,
CAS:20721-62-4
C13H15NO6S / 313.326

β-D-Galactopyranosylphenyl isothiocyanate

4-异硫氰酸苯基-beta-D-半乳糖苷

Beta-D-Galactopyranosylphenyl isothiocyanate, also known as GPITC, is a compound that is widely studied in the fields of chemistry and biochemistry. This compound is derived from D-galactose and has a molecular formula of C13H15NO5S. In this paper, we will explore the properties, synthesis, characterization, and potential implications of GPITC in various fields of research and industry.

Definition and Background

GPITC is a sulfated derivative of the sugar galactose. It has an isothiocyanate functional group that makes it reactive and useful in many chemical and biological processes. The compound has gained significant attention in research due to its various properties, including anti-inflammatory, anti-oxidant, and anti-cancer effects.

Synthesis and Characterization

GPITC can be synthesized by reacting galactose with phenyl isothiocyanate in the presence of a Lewis acid catalyst like boron trifluoride etherate. The reaction yields GPITC as the main product, which can be purified through recrystallization or column chromatography.

The characterization of GPITC is done using various methods like nuclear magnetic resonance (NMR) spectroscopy, infrared spectroscopy (IR), and mass spectrometry (MS). NMR spectroscopy is used to determine the chemical structure, configuration, and purity of GPITC. IR spectroscopy provides information on the functional groups present in the compound, while MS helps to identify the molecular weight and fragmentation pattern of GPITC.

Analytical Methods

GPITC can be analyzed using various analytical methods such as high-performance liquid chromatography (HPLC), gas chromatography-mass spectrometry (GC-MS), and capillary electrophoresis (CE). These methods are used to determine the concentration, purity, and stability of GPITC in different samples.

Biological Properties

GPITC exhibits a range of biological properties that make it useful in various fields of research. Studies have shown that it has potent anti-inflammatory, anti-cancer, anti-oxidant, and anti-microbial effects. GPITC also has anti-diabetic properties and has been observed to modulate glucose metabolism pathways in cells.

Toxicity and Safety in Scientific Experiments

The toxicity and safety of GPITC in scientific experiments are an important consideration. Studies show that the compound is generally well-tolerated at low concentrations, but high concentrations can lead to toxicity. The LD50 of GPITC has been determined to be around 500mg/kg in rat studies, indicating low toxicity. However, long-term toxicology studies are needed to determine its safety in humans.

Applications in Scientific Experiments

GPITC is a versatile compound that has various applications in scientific experiments. Its reactive nature makes it useful in crosslinking proteins and peptides, and it is used as a reagent for the synthesis of glycoconjugates. Additionally, it is used in cell culture studies to induce stress responses and to modulate signaling pathways.

Current State of Research

Research on GPITC is ongoing, with many studies exploring its potential applications in various fields of research. Current studies are investigating its role in cancer therapy, cardiovascular disease, and diabetes. Additionally, researchers are exploring ways to modify GPITC to improve its biological properties and reduce its toxicity.

Potential Implications in Various Fields of Research and Industry

The potential implications of GPITC in various fields of research and industry are vast. The compound's anti-inflammatory and anti-cancer effects make it a potential candidate for the development of anti-cancer drugs. Additionally, its anti-oxidant properties make it a potential therapeutic agent for cardiovascular disease. GPITC's ability to modulate glucose metabolism pathways makes it a promising candidate for the development of anti-diabetic drugs.

Limitations and Future Directions

Although GPITC has shown significant potential in various fields of research, there are still limitations to its use. First, its toxicity at high concentrations needs to be further investigated. Second, more studies are needed to explore its implications in vivo, as most studies have been carried out in vitro. Finally, more research is needed to explore the potential applications of GPITC in the food industry as a natural preservative or flavoring agent.

Future Directions

1. The use of GPITC in the development of anti-inflammatory drugs.

2. The development of GPITC-based anti-cancer drugs.

3. The exploration of GPITC's potential applications in regenerative medicine.

4. The modification of GPITC to improve its biological properties.

5. The use of GPITC in the treatment of cardiovascular diseases.

6. The development of GPITC-based vaccines.

7. The use of GPITC as a natural preservative or flavoring agent in the food industry.

8. The exploration of GPITC's potential applications in environmental remediation.

9. The use of GPITC in the development of bio-based materials.

10. The investigation of the anti-microbial properties of GPITC in various applications.

CAS Number20721-62-4
Product Namebeta-D-Galactopyranosylphenyl isothiocyanate
IUPAC Name2-(hydroxymethyl)-6-(4-isothiocyanatophenoxy)oxane-3,4,5-triol
Molecular FormulaC13H15NO6S
Molecular Weight313.326 g/mol
InChIInChI=1S/C13H15NO6S/c15-5-9-10(16)11(17)12(18)13(20-9)19-8-3-1-7(2-4-8)14-6-21/h1-4,9-13,15-18H,5H2
InChI KeyRWANFUZQWINQBY-UHFFFAOYSA-N
SMILESC1=CC(=CC=C1N=C=S)OC2C(C(C(C(O2)CO)O)O)O
Canonical SMILESC1=CC(=CC=C1N=C=S)OC2C(C(C(C(O2)CO)O)O)O


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