4-Fluoro-L-phenylalanine
Inhibitors/Agonists
4-Fluoro-L-phenylalanine is an amino acid derivative that has gained significant attention in recent years due to its potential therapeutic and industrial applications. This paper aims to provide an overview of the synthesis, chemical structure, biological activity, and potential applications of 4-Fluoro-L-phenylalanine.
183.18 g/mol
183.18 g/mol
Formulation:
183.18 g/mol
Source:
Usage:
4-Fluoro-L-phenylalanine
The product is for non-human research only. Not for therapeutic or veterinary use.
Catalog Number: BT-249788
CAS Number: 1132-68-9
Molecular Formula: C9H10FNO2
Molecular Weight: 183.18 g/mol
Purity: ≥ 98%
Inventory: In Stock
| Size | SKU | Price | |
|---|---|---|---|
| 250mg | bt-249788-250mg | $301.85 | |
| 1g | bt-249788-1g | $457.85 | |
| 5g | bt-249788-5g | $1,935.85 | |
| 10g | bt-249788-10g | $3,871.85 | |
| 25g | bt-249788-25g | $7,160.92 | |
| 100g | bt-249788-100g | $26,562.46 |
| CAS Number | 1132-68-9 |
|---|---|
| Product Name | 4-Fluoro-L-phenylalanine |
| Molecular Formula | C9H10FNO2 |
| Molecular Weight | 183.18 g/mol |
| InChI | InChI=1S/C9H10FNO2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m0/s1 |
| InChI Key | XWHHYOYVRVGJJY-QMMMGPOBSA-N |
| Isomeric SMILES | C1=CC(=CC=C1C[C@@H](C(=O)[O-])[NH3+])F |
| IUPAC Name | (2S)-2-amino-3-(4-fluorophenyl)propanoic acid |
| Canonical SMILES | C1=CC(=CC=C1CC(C(=O)[O-])[NH3+])F |
| Description | 4-Fluoro-L-phenylalanine is an amino acid derivative that has gained significant attention in recent years due to its potential therapeutic and industrial applications. This paper aims to provide an overview of the synthesis, chemical structure, biological activity, and potential applications of 4-Fluoro-L-phenylalanine. |
| Method of Synthesis or Extraction | There are several methods for synthesizing 4-Fluoro-L-phenylalanine, including the use of fluorinating agents, enzymatic methods, and chemoenzymatic methods. The most commonly used method involves the fluorination of L-phenylalanine using a fluorinating agent such as N-fluorobenzenesulfonimide (NFSI). This method has been shown to be efficient, with yields of up to 80%. However, it also has some environmental and safety considerations, as NFSI is a toxic and hazardous substance. |
| Chemical Structure and Biological Activity | The chemical structure of 4-Fluoro-L-phenylalanine is similar to that of L-phenylalanine, with the addition of a fluorine atom at the para position of the phenyl ring. This modification has been shown to enhance the bioactivity and potency of the compound. 4-Fluoro-L-phenylalanine has been found to act as a competitive inhibitor of phenylalanine hydroxylase, an enzyme involved in the metabolism of phenylalanine. It has also been shown to have antimicrobial and antitumor activity. |
| Biological Effects | Studies have shown that 4-Fluoro-L-phenylalanine can affect cell function and signal transduction pathways. It has been shown to inhibit the growth of cancer cells and to induce apoptosis in these cells. However, it also has potential toxic effects, as it can inhibit the growth of normal cells. Further research is needed to determine the therapeutic and toxic effects of 4-Fluoro-L-phenylalanine. |
| Applications | In medical research, 4-Fluoro-L-phenylalanine has been studied for its potential role in drug development. It has been shown to have antitumor activity and may be useful in the treatment of cancer. Clinical trials are currently underway to determine its efficacy in treating various types of cancer. However, it also has potential side effects, such as toxicity to normal cells. In environmental research, 4-Fluoro-L-phenylalanine has been studied for its effects on ecosystems and its role in pollution management. It has been shown to have antimicrobial activity and may be useful in controlling the growth of harmful bacteria in the environment. However, its potential impact on non-target organisms and the environment as a whole needs to be further studied. In industrial research, 4-Fluoro-L-phenylalanine has been used in manufacturing processes to improve product quality and efficiency. It has been used in the production of pharmaceuticals and other chemicals. However, health and safety considerations need to be taken into account when using this compound in industrial settings. |
| Future Perspectives and Challenges | One of the current limitations in the use and study of 4-Fluoro-L-phenylalanine is its potential toxicity to normal cells. Further research is needed to determine its therapeutic and toxic effects. Possible solutions and improvements include the development of more selective inhibitors of phenylalanine hydroxylase and the use of targeted drug delivery systems. In the future, 4-Fluoro-L-phenylalanine may have a significant impact on scientific research and various industries. Its potential therapeutic and industrial applications make it a promising compound for further study. However, its potential impact on the environment and non-target organisms needs to be carefully considered. |
| Other CAS Number | 51-65-0 |
| Pictograms | Irritant |
| SMILES | C1=CC(=CC=C1CC(C(=O)O)N)F |
| Synonyms | 4-FLUORO-L-PHENYLALANINE;1132-68-9;p-Fluoro-L-phenylalanine;(s)-4-fluorophenylalanine;L-4-Fluorophenylalanine;(s)-2-amino-3-(4-fluorophenyl)propanoicacid;h-phe(4-f)-oh;4-fluor-l-phenylalanin;Para-Fluorophenylalanine;UNII-E2K2VDK6KK;L-Phenylalanine,4-fluoro-;S-(-)-p-Fluorophenylalanine;CHEBI:44909;XWHHYOYVRVGJJY-QMMMGPOBSA-N;(2S)-2-amino-3-(4-fluorophenyl)propanoicacid;SBB063698;l-4-fluorophe;(S)-2-Amino-3-(4-fluorophenyl)propionicAcid;l-4-fluoro-phenyl-alanine;PFF;(S)-beta-(4-Fluorophenyl)alanine;MFCD00063064;AC1LEQDX;4-fluorophenyl-L-alanine;E2K2VDK6KK |
| PubChem Compound | 4-Fluoro-L-phenylalanine |
| Last Modified | May 30 2023 |