![L-Biphenylalanine ([1,1'-Biphenyl]-4-propanoic acid, α-amino-, (S)-; 4-Biphenylyl-L-alanine; 4-Phenyl-L-phenylalanine; Biphenylalanine)](/upload/1124/V67868.png)
| Size | Price | Stock | Qty |
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| 5g |
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| Other Sizes |
| Targets |
As an amino acid derivative, L-Biphenylalanine does not have a defined primary drug target in the context of therapeutic development. However, as a biphenyl-substituted phenylalanine analogue, it is used in research to study integrin antagonism, peptide conformation, and receptor binding. Integrins are cell surface receptors that mediate cell-cell and cell-extracellular matrix interactions, and are important targets in cancer, inflammation, and thrombosis. The biphenyl group provides significant hydrophobic character and extended aromatic surface area that can enhance binding affinity through π-π stacking interactions. The compound can serve as a building block for synthesizing integrin antagonists and other bioactive peptides.
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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 biphenylalanine 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 biphenylalanine derivative, this compound may be used in cell-based assays to investigate integrin-mediated cell adhesion, migration, and signaling. The compound can also be utilized in studies examining the role of hydrophobic interactions in peptide-receptor binding. The compound is used in the synthesis of TR-14035, an integrin antagonist. |
| 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 biphenylalanine derivative, this compound may be administered in animal studies to evaluate the effects of integrin antagonist-containing peptides on biological systems. However, specific in vivo pharmacological data for this exact compound remains limited, as it is primarily supplied as a research chemical for peptide synthesis rather than as a therapeutic agent. The compound may be used as a building block for synthesizing integrin antagonists for in vivo studies.
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| Enzyme Assay |
Non-cell-based enzyme or receptor binding assays for this compound typically involve studies with purified integrin proteins to evaluate binding affinity. Standard protocols include surface plasmon resonance (SPR) or ELISA-based binding assays using immobilized integrin receptors. The compound can be tested for its ability to compete with natural ligands for integrin binding. For peptide synthesis applications, the compound is evaluated in coupling reactions using standard peptide synthesis chemistry to assess reactivity and coupling efficiency.
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| Cell Assay |
Cell-based assays for this biphenylalanine derivative typically utilize cell lines that express integrin receptors to evaluate compound effects on cell adhesion, migration, and proliferation. Standard protocols involve culturing cells in appropriate media at 37°C in 5% CO₂, followed by treatment with varying concentrations of the compound or peptides containing it (typically 0.1-100 μM) for 24-72 hours. Cell adhesion assays using integrin-coated plates can measure the compound's effects on cell attachment. Cell viability is assessed using MTT or CCK-8 assays. For peptide synthesis applications, the compound is used as a building block.
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| Animal Protocol |
In vivo animal studies for integrin antagonists typically involve administration via oral gavage, intraperitoneal injection, or intravenous injection in rodent models (mice or rats). Standard protocols include dosing at ranges of 1-50 mg/kg body weight, with observations over 1-14 days depending on the study objectives. For studies evaluating the effects of integrin antagonists on tumor growth, metastasis, or inflammation, xenograft or disease models may be employed. Pharmacodynamic assessments may include blood sampling for compound 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 biphenylalanine derivative can be inferred from structurally related compounds. As a small molecule (molecular weight 241.29 g/mol) with high lipophilicity due to the biphenyl group, it is expected to have reasonable oral bioavailability. The compound shows moderate solubility in organic solvents such as DMSO and limited aqueous solubility. For in vivo administration, formulations using suitable co-solvent systems may be employed. The compound 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, as with all research chemicals, 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). For in vitro cytotoxicity assessment, the compound can be tested in mammalian cell lines using standard MTT or LDH release assays.
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| References | |
| Additional Infomation |
(S)-3-([1,1'-biphenyl]-4-yl)-2-aminopropionic acid is a derivative of phenylalanine.
L-Biphenylalanine is a phenylalanine derivative featuring an additional phenyl group attached to the para position of the phenyl ring. The biphenyl group provides significant hydrophobic character and extended aromatic surface area that can enhance binding affinity through π-π stacking interactions. This compound is utilized in synthesising TR-14035, an integrin antagonist. It is used as a building block in peptide synthesis for introducing biphenylalanine residues into peptide sequences for drug discovery and biomedical research. It is not an approved drug and has not undergone clinical trials; it is strictly for research purposes. |
| Molecular Formula |
C15H15NO2
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| Molecular Weight |
241.29
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| Exact Mass |
241.11
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| CAS # |
155760-02-4
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| PubChem CID |
2761815
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| Appearance |
White to off-white solid powder
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| Density |
1.2±0.1 g/cm3
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| Boiling Point |
428.6±40.0 °C at 760 mmHg
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| Flash Point |
213.0±27.3 °C
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| Vapour Pressure |
0.0±1.1 mmHg at 25°C
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| Index of Refraction |
1.608
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| LogP |
2.87
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| Hydrogen Bond Donor Count |
2
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| Hydrogen Bond Acceptor Count |
3
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| Rotatable Bond Count |
4
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| Heavy Atom Count |
18
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| Complexity |
266
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| Defined Atom Stereocenter Count |
1
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| SMILES |
O([H])C([C@]([H])(C([H])([H])C1C([H])=C([H])C(C2C([H])=C([H])C([H])=C([H])C=2[H])=C([H])C=1[H])N([H])[H])=O
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| InChi Key |
JCZLABDVDPYLRZ-AWEZNQCLSA-N
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| InChi Code |
InChI=1S/C15H15NO2/c16-14(15(17)18)10-11-6-8-13(9-7-11)12-4-2-1-3-5-12/h1-9,14H,10,16H2,(H,17,18)/t14-/m0/s1
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| Chemical Name |
(2S)-2-amino-3-(4-phenylphenyl)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 | 4.1444 mL | 20.7220 mL | 41.4439 mL | |
| 5 mM | 0.8289 mL | 4.1444 mL | 8.2888 mL | |
| 10 mM | 0.4144 mL | 2.0722 mL | 4.1444 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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