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  • 35694-99-6 ,对甲基苯基-2-乙酰氨基-2-脱氧-beta-D-葡萄糖苷, CAS:35694-99-6
35694-99-6 ,对甲基苯基-2-乙酰氨基-2-脱氧-beta-D-葡萄糖苷, CAS:35694-99-6

35694-99-6 ,对甲基苯基-2-乙酰氨基-2-脱氧-beta-D-葡萄糖苷, CAS:35694-99-6

35694-99-6 ,对甲基苯基-2-乙酰氨基-2-脱氧-beta-D-葡萄糖苷,
4-Methylphenyl 2-acetamido-2-deoxy-b-D-glucopyranoside ,
CAS:35694-99-6
C15H21NO6 / 311.33
MFCD08703855

4-Methylphenyl 2-acetamido-2-deoxy-b-D-glucopyranoside

对甲基苯基-2-乙酰氨基-2-脱氧-beta-D-葡萄糖苷

4-Methylphenyl 2-acetamido-2-deoxy-b-D-glucopyranoside is a chemical compound used in scientific experiments for its biological properties. It is also a promising ingredient in industrial applications. This paper aims to provide information on the chemical properties of the compound, its synthesis and characterization, analytical methods used to detect it, its biological properties, and its many applications. Furthermore, the paper will explore its toxicity and safety in scientific experiments, its current state of research and potential implications, its limitations, and future directions.

Definition and Background

4-Methylphenyl 2-acetamido-2-deoxy-b-D-glucopyranoside is an aromatic compound composed of glucose and N-acetylglucosamine, which belong to a family of glycosides known as N-linked glycan derivatives. The compound is often abbreviated as 4MPAG, and it is a structure similar to the sugar molecule that is used in the formation of glycoproteins in living organisms. The compound is of significant interest to many scientists because of its potential applications in medicines and disease treatments.

Physical and Chemical Properties

4-Methylphenyl 2-acetamido-2-deoxy-b-D-glucopyranoside is a white or off-white crystalline powder with a molecular weight of 323.32 g/mol. Its melting point is determined to be 96–98°C, and it is soluble in water, ethanol, and dimethyl sulfoxide. The chemical structure of 4MPAG can be described as a glucopyranose ring with an acetamido group at the C2 position of pyranose and a 4-methylphenyl group linked to the nitrogen atom of the acetamido group.

Synthesis and Characterization

The synthesis of 4MPAG entails several chemical reactions that involve the hydrolysis of chitin, followed by deacetylation and subsequent glycosylation with 4-methylphenyl-2-acetamido-2-deoxy-beta-D-glucopyranosyl donor. The synthesized product is then purified using column chromatography, recrystallization, and HPLC.

Analytical Methods

Several analytical methods can be used to detect and quantify 4MPAG in solutions, e.g., thin-layer chromatography, high-performance liquid chromatography, and mass spectroscopy.

Biological Properties

4-Methylphenyl 2-acetamido-2-deoxy-b-D-glucopyranoside has been identified to have several potential biological properties in scientific literature. Studies have shown that it has antimicrobial properties and can inhibit the growth of several microbial strains, including Gram-positive and Gram-negative bacteria. Additionally, 4MPAG has been found to be a potent antioxidant, preventing oxidative stress-mediated cell damage.

Toxicity and Safety in Scientific Experiments

The toxicity of 4-Methylphenyl 2-acetamido-2-deoxy-b-D-glucopyranoside has not been fully explored, but the occurrence of side effects at therapeutic doses has been observed. Nevertheless, the compound has been deemed safe for scientific experimentation, and regulations have been put in place to ensure that toxicity levels are kept at acceptable rates.

Applications in Scientific Experiments

4-Methylphenyl 2-acetamido-2-deoxy-b-D-glucopyranoside has many applications in scientific experiments, most notably in research on the biochemical and physiological properties and the bioactivity of glycoproteins. It can act as a donor molecule in the synthesis of glycans, mimicking the structure and function of naturally occurring sugars in the body.

Current State of Research

The use of 4-Methylphenyl 2-acetamido-2-deoxy-b-D-glucopyranoside has expanded over the years; it is now widely used in scientific experiments to study various biological processes in vivo and in vitro. Additionally, new methods of synthesis and detection have been developed. The current state of research is the search for new applications, development of alternative synthesis methods to improve yield quality and safety, and the study of its effects on organisms.

Potential Implications in Various Fields of Research and Industry

The potential implications of 4MPAG's properties are enormous, ranging from medical uses like cancer therapies, antibacterial therapies, and antiviral therapies to industrial applications like the development of glycosylated therapeutic proteins and the production of antibiotics.

Limitations and Future Directions

Current limitations of 4-Methylphenyl 2-acetamido-2-deoxy-b-D-glucopyranoside include its high cost of synthesis and the side effects observed at therapeutic doses. Future directions in research and development of the chemical compound should take into account these issues, including investigating its potential for drug development, optimization of its synthesis methods, determining its mechanism of action, and understanding its effects on organisms.

Possible Future Directions

1. Use of 4MPAG in the development of glycosylated therapeutic proteins;

2. Utilization of 4MPAG as a pharmaceutical excipient to enhance drug stability and solubility;

3. Study of 4MPAG as a potential anticancer drug for the treatment of various cancerous tumors;

4. Investigation of 4MPAG as a prophylactic treatment in transplantation to reduce rejection rates;

5. Identification of new chemical compounds similar to 4MPAG with improved physical and chemical properties;

6. Use of 4MPAG in the development of new antibiotics to combat emerging antibiotic-resistant strains of bacteria;

7. Characterization of 4MPAG's mechanism of action in preventing oxidative stress-mediated cell damage;

8. Use of 4MPAG in the development of glycoconjugate vaccines that mimic naturally occurring sugars in the body;

9. Development of alternative synthesis methods to improve yield, quality, and safety;

10. Investigation of the effects of 4MPAG on the human body beyond its potential as a drug or therapy.

Conclusion

4-Methylphenyl 2-acetamido-2-deoxy-b-D-glucopyranoside is a compound with enormous potential in scientific research and industrial applications due to its physical and chemical properties, toxicity, and biological activity. Therefore, research and development efforts in this area are highly encouraged, given the numerous benefits of 4-Methylphenyl 2-acetamido-2-deoxy-b-D-glucopyranoside-based products.

CAS Number35694-99-6
Product Name4-Methylphenyl 2-acetamido-2-deoxy-b-D-glucopyranoside
IUPAC NameN-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-methylphenoxy)oxan-3-yl]acetamide
Molecular FormulaC15H21NO6
Molecular Weight311.33 g/mol
InChIInChI=1S/C15H21NO6/c1-8-3-5-10(6-4-8)21-15-12(16-9(2)18)14(20)13(19)11(7-17)22-15/h3-6,11-15,17,19-20H,7H2,1-2H3,(H,16,18)/t11-,12-,13-,14-,15-/m1/s1
InChI KeyXLMQIFNHFQBSND-KJWHEZOQSA-N
SMILESCC1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)NC(=O)C
Canonical SMILESCC1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)NC(=O)C
Isomeric SMILESCC1=CC=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)NC(=O)C
CAS No: 35694-99-6 MDL No: MFCD08703855 Chemical Formula: C15H21NO6 Molecular Weight: 311.33

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