| Size | Price | Stock | Qty |
|---|---|---|---|
| 10g |
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| 25g |
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| Other Sizes |
| Targets |
As an amino acid derivative, Fmoc-Phe(2-F)-OH does not have a defined primary drug target in the context of therapeutic development. However, as a fluorinated phenylalanine derivative, it may be used in research to study protein-protein interactions, enzyme-substrate interactions, and receptor-ligand binding. The fluorine substituent can modulate the compound's physicochemical properties, including lipophilicity, metabolic stability, and binding affinity. In peptide synthesis applications, the Fmoc-protected fluorinated amino acid allows for the introduction of fluorinated phenylalanine residues into peptide sequences. Fluorinated amino acids are valuable for ¹⁹F NMR studies to monitor peptide conformation and dynamics.
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| ln Vitro |
Commercial ergot supplements have been made from amino acids and their derivatives. They affect the release of anabolic hormones, the availability of fuel for activity, the ability to think clearly under pressure, and the prevention of muscular damage brought on by exertion. They are regarded as advantageous synergistic food ingredients [1].
In vitro studies on amino acid derivatives, including this phenylalanine analogue, have demonstrated their capacity to influence the release of anabolic hormones, modulate fuel availability for cellular activity, enhance mental performance under stress-related conditions, and prevent exercise-induced muscle damage. As a fluorinated phenylalanine derivative, this compound may be used in cell-based assays to investigate amino acid transport mechanisms, protein synthesis, and the effects of fluorination on peptide stability and biological activity. The compound can also be utilized in studies examining the role of phenylalanine in neurotransmission and as a precursor for catecholamine synthesis. |
| ln Vivo |
In vivo studies on amino acid derivatives have shown that they affect the release of anabolic hormones, the availability of fuel for activity, the ability to think clearly under pressure, and the prevention of muscular damage brought on by exertion. As a protected fluorinated amino acid, this compound may be administered in animal studies to evaluate the effects of fluorinated amino acid incorporation into peptides or to study the pharmacokinetics and bioavailability of fluorinated amino acid derivatives. However, specific in vivo pharmacological data for this exact compound remains limited, as it is primarily supplied as a research chemical for peptide synthesis and biomaterials development.
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| Enzyme Assay |
Non-cell-based enzyme or receptor binding assays for this compound typically involve studies with purified enzymes or receptors to evaluate the effects of fluorination on binding affinity. Standard protocols include incubating varying concentrations of the test compound with the target protein in appropriate buffer systems, followed by measurement of binding using surface plasmon resonance (SPR), isothermal titration calorimetry (ITC), or fluorescence polarization. For peptide synthesis applications, the compound is evaluated in coupling reactions using standard carbodiimide-mediated chemistry to assess reactivity and coupling efficiency. The Fmoc protecting group allows for selective deprotection under mild basic conditions (e.g., piperidine), which is a key feature in Fmoc-based SPPS.
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| Cell Assay |
Cell-based assays for this fluorinated amino acid typically utilize mammalian cell lines to evaluate compound uptake, cytotoxicity, and effects on cellular metabolism. Standard protocols involve culturing cells in appropriate media at 37°C in 5% CO₂, followed by treatment with varying concentrations of the compound (typically 0.1-100 μM) for 24-72 hours. Cell viability is assessed using MTT or CCK-8 assays. The compound's effects on amino acid transport can be studied using radiolabeled tracer uptake assays in cultured cells. For peptide synthesis applications, the compound is used as a building block in solid-phase peptide synthesis (SPPS) protocols, where it is coupled to resin-bound peptide chains using standard coupling reagents. The Fmoc group is removed with piperidine after coupling to allow for chain elongation.
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| Animal Protocol |
In vivo animal studies for amino acid derivatives typically involve administration via oral gavage, intraperitoneal injection, or intravenous injection in rodent models (mice or rats). Standard protocols include dosing at ranges of 10-100 mg/kg body weight, with observations over 1-14 days depending on the study objectives. For studies evaluating fluorinated amino acid incorporation into peptides, animals may be administered peptide formulations containing the compound and monitored for therapeutic efficacy or pharmacokinetics. Pharmacodynamic assessments may include blood sampling for peptide analysis, tissue collection for histopathological examination, and monitoring of body weight and general health parameters. All animal studies must comply with institutional ethical guidelines.
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| ADME/Pharmacokinetics |
Pharmacokinetic properties for this Fmoc-protected fluorinated amino acid can be inferred from structurally related compounds. As a medium-sized molecule (molecular weight 405.42 g/mol), it is expected to have moderate oral bioavailability. The Fmoc protecting group is likely to be cleaved in vivo to release the active fluorophenylalanine. The compound shows good solubility in DMSO (100 mg/mL) and can be formulated for in vitro studies. For in vivo administration, formulations using suitable co-solvent systems may be employed. The compound is stable at room temperature during shipping and should be stored as powder at -20°C for long-term preservation. Definitive PK parameters such as half-life, Cmax, and AUC require formal studies.
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| Toxicity/Toxicokinetics |
Toxicological data for this specific compound are limited as it is supplied for research use only and not intended for human therapeutic applications. Amino acid derivatives in general are considered to have low inherent toxicity based on their natural amino acid origins. However, fluorinated compounds may have altered toxicity profiles due to the presence of fluorine. Appropriate safety precautions should be observed during handling, including the use of personal protective equipment and work in well-ventilated areas. The compound may cause skin and eye irritation upon contact. Acute toxicity studies in animal models would be required to establish LD₅₀ values and no-observed-adverse-effect levels (NOAEL).
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| References | |
| Additional Infomation |
Fmoc-Phe(2-F)-OH is a fluorinated phenylalanine derivative featuring an Fmoc protecting group and a fluorine substituent on the phenyl ring. This compound is utilized in the development of peptide-based drugs, including therapeutic peptides and peptide vaccines. It is also employed in the synthesis of peptide-based hydrogels and other biomaterials for tissue engineering and drug delivery applications. The fluorine substituent can modulate the compound's physicochemical properties, including lipophilicity, metabolic stability, and binding affinity. Fluorinated amino acids are valuable for ¹⁹F NMR studies to monitor peptide conformation and dynamics. It is not an approved drug and has not undergone clinical trials; it is strictly for research purposes.
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| Molecular Formula |
C24H20FNO4
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|---|---|
| Molecular Weight |
405.42
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| Exact Mass |
405.137
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| CAS # |
205526-26-7
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| PubChem CID |
2734535
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| Appearance |
White to off-white solid powder
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| Density |
1.3±0.1 g/cm3
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| Boiling Point |
620.3±55.0 °C at 760 mmHg
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| Melting Point |
113.4 °C
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| Flash Point |
328.9±31.5 °C
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| Vapour Pressure |
0.0±1.9 mmHg at 25°C
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| Index of Refraction |
1.622
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| LogP |
5.46
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| Hydrogen Bond Donor Count |
2
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| Hydrogen Bond Acceptor Count |
5
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| Rotatable Bond Count |
7
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| Heavy Atom Count |
30
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| Complexity |
592
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| Defined Atom Stereocenter Count |
1
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| SMILES |
C1=CC=C(C(=C1)C[C@@H](C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)F
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| InChi Key |
ARHOAMSIDCQWEW-QFIPXVFZSA-N
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| InChi Code |
InChI=1S/C24H20FNO4/c25-21-12-6-1-7-15(21)13-22(23(27)28)26-24(29)30-14-20-18-10-4-2-8-16(18)17-9-3-5-11-19(17)20/h1-12,20,22H,13-14H2,(H,26,29)(H,27,28)/t22-/m0/s1
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| Chemical Name |
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(2-fluorophenyl)propanoic acid
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
DMSO: 100 mg/mL (246.66 mM)
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| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.17 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (6.17 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. View More
Solubility in Formulation 3: ≥ 2.5 mg/mL (6.17 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.4666 mL | 12.3329 mL | 24.6658 mL | |
| 5 mM | 0.4933 mL | 2.4666 mL | 4.9332 mL | |
| 10 mM | 0.2467 mL | 1.2333 mL | 2.4666 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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