51236-40-9 , 2-Acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl chloride,
2-乙酰胺基-三乙酰-α-D-氯代吡喃葡萄糖,
CAS: 51236-40-9
C14H20ClNO8 / 365.76
MFCD07363480
2-乙酰胺基-三乙酰-α-D-氯代吡喃葡萄糖,
N-Acetyl-1-chloro-3,4,6-tri-O-acetyl-glucosaminide (GlcNAc3Cl) is a chemical compound that has gained a lot of attention in the scientific community due to its unique properties and potential applications in various fields. This paper aims to provide an informative and persuasive overview of GlcNAc3Cl, including its definition and background, physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity and 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:
GlcNAc3Cl is a derivative of N-acetylglucosamine (GlcNAc), a monosaccharide that is commonly found in the structure of proteins and other biomolecules. GlcNAc3Cl is a synthetic compound that is derived from GlcNAc through a series of chemical reactions. It is a chitinase inhibitor, which means that it interferes with the activity of chitinases, enzymes that are involved in the degradation of chitin, a polymer that is found in arthropod exoskeletons, fungal cell walls, and other biological materials. GlcNAc3Cl has shown potential as a therapeutic agent for the treatment of diseases such as asthma, allergies, and cancer.
Synthesis and Characterization:
The synthesis of GlcNAc3Cl involves several steps, including the acetylation of GlcNAc, the chlorination of the resulting compound, and the removal of the protecting groups to obtain the final product. The compound can be characterized using various techniques such as nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry, and infrared (IR) spectroscopy.
Analytical Methods:
The analysis of GlcNAc3Cl can be performed using various methods such as high-performance liquid chromatography (HPLC), gas chromatography (GC), and capillary electrophoresis (CE). These techniques can be used to determine the purity and concentration of the compound.
Biological Properties:
GlcNAc3Cl has shown potential as a therapeutic agent due to its chitinase inhibitory activity. Chitinases are involved in the pathogenesis of various diseases such as asthma, allergies, and cancer. Inhibition of chitinases may, therefore, provide a new approach for the treatment of these diseases. GlcNAc3Cl has also been shown to have antibacterial and antifungal activity.
Toxicity and Safety in Scientific Experiments:
Studies have shown that GlcNAc3Cl is relatively non-toxic and safe for use in scientific experiments. It has been tested in animal models and has been found to be well-tolerated at therapeutic doses. However, further studies are needed to determine its long-term safety and toxicological profile.
Applications in Scientific Experiments:
GlcNAc3Cl has potential applications in various scientific experiments due to its unique properties. It has been used as a chitinase inhibitor in studies related to asthma, allergies, and cancer. It has also been used as an antibacterial and antifungal agent in studies related to infectious diseases. In addition, GlcNAc3Cl has been used as a tool to study the structure and function of chitinases.
Current State of Research:
Research on GlcNAc3Cl is still in its early stages, and more studies are needed to fully understand its properties and potential applications. However, the compound has shown promising results in various preclinical studies, and its potential as a therapeutic agent is being actively researched.
Potential Implications in Various Fields of Research and Industry:
GlcNAc3Cl has potential applications in various fields of research and industry. It may be used as a therapeutic agent for the treatment of diseases such as asthma, allergies, and cancer. It may also have applications in the development of new antibacterial and antifungal agents. In addition, GlcNAc3Cl may be used as a tool in the study of chitinases and their role in various biological processes.
Limitations and Future Directions:
Despite its potential, GlcNAc3Cl has some limitations that need to be addressed. The compound has limited solubility in water, which may affect its bioavailability and pharmacokinetics. In addition, more research is needed to determine its long-term safety and toxicological profile. Future directions for research on GlcNAc3Cl include optimizing its synthesis and developing new methods of administration to improve its pharmacokinetic properties. Researchers may also focus on studying its potential applications in other fields such as agriculture and biotechnology.
Conclusion:
GlcNAc3Cl is a unique chemical compound with potential applications in various fields of research and industry. Despite its potential, more research is needed to fully understand its properties and potential applications. Its chitinase inhibitory activity makes it a promising therapeutic agent for the treatment of diseases such as asthma, allergies, and cancer. GlcNAc3Cl may also have applications in the development of new antibacterial and antifungal agents and as a tool in the study of chitinases. While GlcNAc3Cl has some limitations, its potential implications are significant, and it represents an exciting area of research for scientists and researchers in various fields.
CAS Number | 51236-40-9 |
Product Name | N-Acetyl-1-chloro-3,4,6-tri-O-acetyl-glucosaminide |
IUPAC Name | [(2R,3S,4R,5R)-5-acetamido-3,4-diacetyloxy-6-chlorooxan-2-yl]methyl acetate |
Molecular Formula | C14H20ClNO8 |
Molecular Weight | 365.76 g/mol |
InChI | InChI=1S/C14H20ClNO8/c1-6(17)16-11-13(23-9(4)20)12(22-8(3)19)10(24-14(11)15)5-21-7(2)18/h10-14H,5H2,1-4H3,(H,16,17)/t10-,11-,12-,13-,14?/m1/s1 |
InChI Key | NAYYKQAWUWXLPD-GNMOMJPPSA-N |
SMILES | CC(=O)NC1C(C(C(OC1Cl)COC(=O)C)OC(=O)C)OC(=O)C |
Canonical SMILES | CC(=O)NC1C(C(C(OC1Cl)COC(=O)C)OC(=O)C)OC(=O)C |
Isomeric SMILES | CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](OC1Cl)COC(=O)C)OC(=O)C)OC(=O)C |
COA:
Name: 2-Acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl chloride
M.F.: C14H20ClNO8 M.W.: 365.76 CAS:51236-40-9
Items | Standards | Results |
Appearance | White or off-white crystal powder | Complies |
Solubility | Insoluble in water, soluble in CH2Cl2 | Complies |
NMR and MS | Should comply | Complies |
Identification | IR and HPLC | Complies |
Loss weight on drying | Max.1% | 0.1% |
[α]20D (in CHCl3) | + 110o ~ +125 o | + 117.6o |
Assay by TLC | Min. 95% | Complies |
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