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  • 10034-19-2 , 四-O-乙酰基-2-氨基-2-脱氧-a-D-葡萄糖盐酸盐, CAS:10034-19-2
10034-19-2 , 四-O-乙酰基-2-氨基-2-脱氧-a-D-葡萄糖盐酸盐, CAS:10034-19-2

10034-19-2 , 四-O-乙酰基-2-氨基-2-脱氧-a-D-葡萄糖盐酸盐, CAS:10034-19-2

10034-19-2 , Tetra-O-acetyl-a-D-glucosamine HCl,
四-O-乙酰基-2-氨基-2-脱氧-a-D-葡萄糖盐酸盐,
CAS:10034-19-2
C14H21NO9·HCl / 383.78
MFCD01075204

1,3,4,6-Tetra-O-acetyl-b-D-glucosamine HCl

四-O-乙酰基-2-氨基-2-脱氧-a-D-葡萄糖盐酸盐

Tetraacetyl-glucosamine is a deacetylated derivative of glucosamine. It is a synthetic carbohydrate that is used as an additive in the production of artificial tears. This compound has been shown to inhibit bacterial growth and proliferation by binding to the cell wall, preventing the bacteria from synthesizing lipopolysaccharides. Tetraacetyl-glucosamine has also been found to be effective in inhibiting the growth of fungi and yeasts, such as Candida albicans and Saccharomyces cerevisiae. Tetraacetyl-glucosamine may also have anti-inflammatory properties due to its ability to inhibit prostaglandin synthesis.

1,3,4,6-Tetra-O-acetyl-2-amino-2-deoxy-alpha-D-glucopyranose Hydrochloride is a derivative of the naturally occurring carbohydrate, N-acetylglucosamine. This chemical compound has gained significant interest in scientific research due to its unique chemical and biological properties. In this paper, we provide an overview of its definition, background, physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity, 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:

1,3,4,6-Tetra-O-acetyl-2-amino-2-deoxy-alpha-D-glucopyranose Hydrochloride, also known as TAGH.HCl, is a highly crystalline and water-soluble compound that is derived from N-acetylglucosamine, a monosaccharide that is commonly found in the cell walls of fungi and other microorganisms. This derivative is used as a versatile building block for the synthesis of glycosides, glycoconjugates, and oligosaccharides. It is also used in the development of new drugs and therapeutic agents.

Synthesis and Characterization:

TAGH.HCl is synthesized by the reaction of N-acetylglucosamine with acetic anhydride and hydrochloric acid. The resulting product is then purified and recrystallized. The compound is characterized by various analytical methods like IR, NMR, and Mass Spectroscopy. The most widely used method to determine purity is HPLC, and high-resolution crystallography is used for analyzing the crystal structure.

Analytical Methods:

Various methodologies are used to determine the structure, purity, and properties of TAGH.HCl. The most commonly used analytical methods include:

1. Infrared Spectroscopy (IR): It is used to study the functional groups present in the molecule.

2. Nuclear Magnetic Resonance (NMR): It provides detailed information about the chemical structure, stereochemistry, and dynamics of the molecule.

3. Mass Spectrometry (MS): It is used for qualitative and quantitative analysis of the sample.

4. High-Performance Liquid Chromatography (HPLC): It is used for the determination of impurities and purity.

5. Differential Scanning Calorimetry (DSC): DSC measures the thermal stability, purity, and other aspects of compounds.

Biological Properties:

TAGH.HCl has been shown to exhibit various biological properties such as antibacterial, antifungal, and anti-inflammatory activities. It is also known for its ability to modulate the immune response. The molecule has been used experimentally to alleviate symptoms associated with autoimmune disorders. Moreover, TAGH.HCl shows inhibitor activity on human cancer cells.

Toxicity and Safety in Scientific Experiments:

According to scientific research, TAGH.HCl appears to have low toxicity and is generally considered safe for use in research experiments. However, researchers should follow standard safety protocols while handling the compound and should perform proper risk assessments to minimize the risk of adverse effects.

Applications in Scientific Experiments:

TAGH.HCl has numerous applications in scientific experiments. It is widely used as a chemical building block for the synthesis of various glycosides, glycoconjugates, and oligosaccharides. TAGH.HCl has also been used as an excellent blocking agent of carbohydrate epitopes. The compound has also been used as a template molecule to construct glycomimetics.

Current State of Research:

There is a significant amount of ongoing research involving TAGH.HCl, with particular interest in the development of new therapeutic agents for various diseases, including autoimmune disorders and cancer. Many studies are also focused on the synthesis and characterization of new derivatives of TAGH.HCl that have enhanced biological activity.

Potential Implications in Various Fields of Research and Industry:

TAGH.HCl has numerous implications in various areas of research and industry. In the pharmaceutical industry, it can be used as a building block molecule to develop novel drugs. TAGH.HCl and its derivatives can find applications in disease diagnosis and therapy. In the food industry, the compound can be used to improve food technologies and develop functional food additives like probiotics. Furthermore, TAGH.HCl is used in the development of immunostimulants, wound healing agents, and antibacterial agents.

Limitations and Future Directions:

Although TAGH.HCl has shown considerable potential in various applications, there are some limitations to the compound, which require further research to address. Importantly, future research should focus on developing novel derivatives of TAGH.HCl with enhanced biological activity. Future research directions may include exploring its potential application in developing vaccines or adjuvants against some human pathogens. Further research is also needed to investigate the role of TAGH.HCl in immunomodulation, and research is also required to understand the biological activities of various TAGH derivatives. Lastly, the mechanism of toxicity and the long-term safety profiles of the compound should be investigated to ensure its safe use in humans.

Conclusion:

TAGH.HCl is an essential chemical building block molecule that has numerous applications in the pharmaceutical, food, and other industries. The compound has shown unique physical and chemical properties and has been studied widely for its biological activities. However, further research is required to enhance its potency, establish its toxicity and long-term safety, and explore its wider applications in various areas.

CAS Number10034-19-2
Product Name1,3,4,6-Tetra-O-acetyl-2-amino-2-deoxy-alpha-D-glucopyranose Hydrochloride
IUPAC Name[(2R,3S,4R,5R,6R)-3,4,6-triacetyloxy-5-aminooxan-2-yl]methyl acetate;hydrochloride
Molecular FormulaC₁₄H₂₂ClNO₉
Molecular Weight383.78
InChIInChI=1S/C14H21NO9.ClH/c1-6(16)20-5-10-12(21-7(2)17)13(22-8(3)18)11(15)14(24-10)23-9(4)19;/h10-14H,5,15H2,1-4H3;1H/t10-,11-,12-,13-,14+;/m1./s1
SMILESCC(=O)OCC1C(C(C(C(O1)OC(=O)C)N)OC(=O)C)OC(=O)C.Cl
Synonyms2-Amino-2-deoxy-α-D-glucopyranose 1,3,4,6-Tetraacetate Hydrochloride;


CAS No: 10034-19-2  Synonyms: 1,3,4,6-Tetra-O-acetyl-2-amino-2-deoxy-b-D-glucopyranose HCl  MDL No: MFCD01075204  Chemical Formula: C14H21NO9·HCl  Molecular Weight: 383.78  
References: 1. Becker C, Hoben C, Kunz H,, Advanced Synthesis & Catalysis, 2007, 349, 3, p417

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