| Size | Price | Stock | Qty |
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| 10g |
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| Other Sizes |
| Targets |
This compound is classified as a phenylalanine analog targeting fluorophenylalanine-recognizing proteins and enzymes. The difluorinated aromatic ring can alter electronic properties, lipophilicity, and metabolic stability compared to natural phenylalanine, making it useful for studying enzyme-substrate interactions, designing protease-resistant peptides, and developing CNS-penetrant therapeutic agents.
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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 fluorinated phenylalanine derivatives demonstrate increased metabolic stability compared to natural phenylalanine due to fluorine‘s resistance to oxidative metabolism. The fluorine substituents also influence aromatic stacking interactions and hydrogen bonding patterns in protein binding studies, which can enhance binding affinity and selectivity for target enzymes or receptors. |
| ln Vivo |
In vivo studies on fluorophenylalanine derivatives in rodent models show prolonged plasma half-life and increased tissue penetration compared to unfluorinated analogs. These compounds have been evaluated for potential applications in oncology and neurology, where fluorination improves blood-brain barrier penetration and reduces hepatic clearance, enhancing drug-like properties.
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| Enzyme Assay |
Cell-free enzyme assays for Boc-protected amino acids typically involve protease stability tests. The compound is incubated with purified proteases (trypsin, chymotrypsin) in pH 7.4 buffer at 37degC. Aliquots are removed at various time points (0-120 minutes), and cleavage is monitored by HPLC-MS to assess protection afforded by Boc group and fluorine substitutions against enzymatic degradation.
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| Cell Assay |
Cell-based assays for phenylalanine analogs use cell lines expressing relevant target proteins. Cells are treated with compound (0.1-500 uM) for 24-72 hours. Assays include cell viability (MTT), reporter gene expression (luciferase), or Western blot analysis of target pathway proteins (phosphorylated kinases, transcription factors) following Boc deprotection as needed for activity.
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| Animal Protocol |
Animal studies for fluorophenylalanine derivatives typically use male Sprague-Dawley rats for PK studies. Animals receive intravenous administration (1-5 mg/kg) and oral gavage (5-20 mg/kg) with 3-5 animals per time point. Blood samples collected at 0-24 hours are analyzed by LC-MS/MS to determine bioavailability (F%), clearance (CL), half-life (t1/2), and volume of distribution (Vd).
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| Toxicity/Toxicokinetics |
Toxicological profiles of fluorinated amino acids generally show low toxicity. The fluorine substituents do not introduce significant additional toxicity compared to natural amino acids. LD50 typically > 2000 mg/kg in rodents. No mutagenicity observed in standard Ames assays. The Boc protecting group is cleaved under acidic conditions during metabolism, releasing the free amino acid.
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| References |
[1]. Luckose F, et al. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-919.
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| Additional Infomation |
This compound has molecular formula C14H17F2NO4 and molecular weight 301.29, with purity ≥98%. It appears as a white to off-white solid powder, soluble in DMSO, and stable at room temperature for shipping and short-term storage. Long-term storage at -20degC is recommended. For research use only in peptide synthesis and drug discovery.
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| Molecular Formula |
C14H17F2NO4
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|---|---|
| Molecular Weight |
301.29
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| Exact Mass |
301.112
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| CAS # |
205445-52-9
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| PubChem CID |
2779009
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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 |
417.6±45.0 °C at 760 mmHg
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| Flash Point |
206.4±28.7 °C
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| Vapour Pressure |
0.0±1.0 mmHg at 25°C
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| Index of Refraction |
1.506
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| LogP |
3.1
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| Hydrogen Bond Donor Count |
2
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| Hydrogen Bond Acceptor Count |
6
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| Rotatable Bond Count |
6
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| Heavy Atom Count |
21
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| Complexity |
374
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| Defined Atom Stereocenter Count |
1
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| SMILES |
CC(C)(C)OC(=O)N[C@@H](CC1=CC(=CC(=C1)F)F)C(=O)O
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| InChi Key |
CZBNUDVCRKSYDG-NSHDSACASA-N
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| InChi Code |
InChI=1S/C14H17F2NO4/c1-14(2,3)21-13(20)17-11(12(18)19)6-8-4-9(15)7-10(16)5-8/h4-5,7,11H,6H2,1-3H3,(H,17,20)(H,18,19)/t11-/m0/s1
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| Chemical Name |
(2S)-3-(3,5-difluorophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]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) |
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400 (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.3191 mL | 16.5953 mL | 33.1906 mL | |
| 5 mM | 0.6638 mL | 3.3191 mL | 6.6381 mL | |
| 10 mM | 0.3319 mL | 1.6595 mL | 3.3191 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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