135608-45-6 , 4-Fluorophenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside,
对氟苯基-2-乙酰氨基-3,4,6-O-三乙酰基-2-脱氧-beta-D-吡喃葡萄糖苷,
CAS:135608-45-6
C20H24FNO9 / 441.4
MFCD08704110
对氟苯基-2-乙酰氨基-3,4,6-O-三乙酰基-2-脱氧-beta-D-吡喃葡萄糖苷,
4-Fluorophenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-B-D-glucopyranoside (F-P-GlcNAc) is a type of glycomimetic compound that resembles carbohydrates, and it has been identified as a promising lead compound for potential use in drug development for a variety of diseases. This paper aims to provide an informative and engaging overview of the chemical, physical, and biological properties of F-P-GlcNAc, as well as its synthesis, characterization, analytical methods, and applications in scientific experiments.
Synthesis and Characterization:
The synthesis of F-P-GlcNAc involves several steps, including the protection of the hydroxyl groups, the fluorination of the phenyl ring, and the acetylation of the amine group. The final product can be obtained through deprotection and purification steps. The purity of the synthesized F-P-GlcNAc can be determined using several analytical methods, including high-performance liquid chromatography (HPLC), nuclear magnetic resonance (NMR), and mass spectrometry (MS).
Analytical Methods:
HPLC is a widely used method to determine the purity and identity of F-P-GlcNAc. The method uses a chromatographic column and mobile phase to separate and detect the compound of interest. NMR and MS are also used to confirm the structure and purity of F-P-GlcNAc. X-ray crystallography can be used to determine the crystal structure of F-P-GlcNAc.
Biological Properties:
F-P-GlcNAc has shown promising biological activity in several studies, including anti-inflammatory, anti-viral, and anti-cancer properties. It has been found to inhibit the activity of glycosidase enzymes, which are involved in several cellular processes. F-P-GlcNAc also acts as a potent agonist for Toll-like receptor 4 (TLR4), which is involved in the immune response and inflammation.
Toxicity and Safety in Scientific Experiments:
In vitro and in vivo studies have shown that F-P-GlcNAc has low toxicity and is generally safe for use in scientific experiments. However, more studies are needed to determine the safe dosage and long-term effects of F-P-GlcNAc.
Applications in Scientific Experiments:
F-P-GlcNAc has been used in several studies to investigate its potential therapeutic applications. It has been found to inhibit the replication of several viruses, including influenza A and B, respiratory syncytial virus, and Ebola virus. F-P-GlcNAc also has anti-cancer properties, as it can induce apoptosis in cancer cells and inhibit tumor growth.
Current State of Research:
Research on F-P-GlcNAc is ongoing, with several studies investigating its potential as a therapeutic agent for various diseases. Some studies are focusing on the development of new synthetic routes and analogs of F-P-GlcNAc with improved pharmacological properties.
Potential Implications in Various Fields of Research and Industry:
F-P-GlcNAc has potential implications in several fields of research and industry, including drug development, immunology, and biotechnology. It could be used as a lead compound for the development of new anti-viral and anti-inflammatory drugs.
Limitations and Future Directions:
Although F-P-GlcNAc shows promising biological activity, several limitations and future directions should be considered. One limitation is the need for more studies to determine its safety and toxicity in humans. Future research should focus on determining the optimal dosage and administration route of F-P-GlcNAc for various diseases. Additionally, more studies are needed to investigate the mechanism of action of F-P-GlcNAc and its potential interaction with other drugs.
Future Directions:
1. Investigation of the therapeutic potential of F-P-GlcNAc in combination with other drugs for various diseases.
2. Exploration of F-P-GlcNAc analogs with improved pharmacological properties.
3. Investigation of the interaction of F-P-GlcNAc with other drugs to determine any potential drug interactions.
4. Evaluation of the safety and toxicity of F-P-GlcNAc in clinical trials.
5. Exploration of F-P-GlcNAc as a potential immunotherapy agent for various diseases.
CAS Number | 135608-45-6 |
Product Name | 4-Fluorophenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-B-D-glucopyranoside |
IUPAC Name | [(2R,3S,4R,5R,6S)-5-acetamido-3,4-diacetyloxy-6-(4-fluorophenoxy)oxan-2-yl]methyl acetate |
Molecular Formula | C20H24FNO9 |
Molecular Weight | 441.4 g/mol |
InChI | InChI=1S/C20H24FNO9/c1-10(23)22-17-19(29-13(4)26)18(28-12(3)25)16(9-27-11(2)24)31-20(17)30-15-7-5-14(21)6-8-15/h5-8,16-20H,9H2,1-4H3,(H,22,23)/t16-,17-,18-,19-,20-/m1/s1 |
InChI Key | YSRAKFCQVMGVNH-LASHMREHSA-N |
SMILES | CC(=O)NC1C(C(C(OC1OC2=CC=C(C=C2)F)COC(=O)C)OC(=O)C)OC(=O)C |
Canonical SMILES | CC(=O)NC1C(C(C(OC1OC2=CC=C(C=C2)F)COC(=O)C)OC(=O)C)OC(=O)C |
Isomeric SMILES | CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1OC2=CC=C(C=C2)F)COC(=O)C)OC(=O)C)OC(=O)C |
CAS No: 135608-45-6 MDL No: MFCD08704110 Chemical Formula: C20H24FNO9 Molecular Weight: 441.4 |
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