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4-Amino-L-phenylalanine

Alias: 4AminoLphenylalanine; 4 Amino L phenylalanine
Cat No.:V38499 Purity: ≥98%
4-Amino-L-phenylalanine is an endogenously produced metabolite.
4-Amino-L-phenylalanine
4-Amino-L-phenylalanine Chemical Structure CAS No.: 943-80-6
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
4-Amino-L-phenylalanine is an endogenously produced metabolite.
4-Amino-L-phenylalanine (CAS#: 943-80-6) is a non-proteinogenic amino acid with the molecular formula C9H12N2O2 and a molecular weight of 180.20. It is characterized by an aromatic side chain coupled with an amino functional group at the para position. This compound is an endogenous metabolite and serves as a valuable scaffold in peptide synthesis and protein engineering. It is used in the purification of peptide synthetases involved in pristinamycin I biosynthesis and in the production of Chloramphenicol.
Biological Activity I Assay Protocols (From Reference)
Targets
4-Amino-L-phenylalanine does not have a well-defined pharmacological target, as it is primarily a research chemical and metabolite. It is a TcCA activator, used in studying protozoan pathogen infections. The compound's amino and carboxyl groups, along with its para-amino phenyl ring, allow it to interact with various enzymes and receptors. However, its specific binding targets have not been fully characterized. It is not used as a therapeutic agent.
ln Vitro
4-Amino-L-phenylalanine demonstrates in vitro activity as a TcCA activator, used in studying protozoan pathogen infections. It is also used in the purification of peptide synthetases involved in pristinamycin I biosynthesis. The compound's non-proteinogenic amino acid structure makes it a valuable tool for studying enzyme specificity and protein engineering. However, detailed in vitro activity data, including EC50 values, are limited.
ln Vivo
In vivo activity of 4-Amino-L-phenylalanine is related to its role as an endogenous metabolite. It is metabolized by the body and excreted. The compound is not used therapeutically, and comprehensive in vivo studies evaluating its pharmacokinetic properties, efficacy, and safety are limited. Its primary applications are in research and as a building block for the synthesis of other compounds.
Enzyme Assay
In vitro enzyme/receptor binding experiments for 4-Amino-L-phenylalanine may involve studying its interactions with peptide synthetases or other enzymes. The compound is used in the purification of peptide synthetases involved in pristinamycin I biosynthesis. Its chemical properties are characterized using standard analytical methods such as HPLC and mass spectrometry. The compound is also used as a reference standard in analytical chemistry.
Cell Assay
In vitro cellular experiments for 4-Amino-L-phenylalanine may involve studying its effects on cells as a TcCA activator or as a precursor for other compounds. Cells are treated with the compound, and its effects on cellular processes are measured. The compound's effects on cell viability and proliferation are also assessed. Cytotoxicity assays are performed to ensure that the observed effects are not due to cell death.
Animal Protocol
In vivo animal experiments for 4-Amino-L-phenylalanine are not typical, as it is a research chemical rather than a drug candidate. Studies may involve administering the compound to animals to study its metabolism or its effects on protozoan pathogen infections. However, comprehensive in vivo studies evaluating its pharmacokinetic properties are limited.
ADME/Pharmacokinetics
Pharmacokinetic properties of 4-Amino-L-phenylalanine have not been extensively characterized. With a molecular weight of 180.20, the compound is expected to have moderate water solubility. It is an amino acid derivative and is likely metabolized as part of normal amino acid metabolism. Detailed studies on its absorption, distribution, metabolism, and excretion are limited. It has a melting point of 232-240°C.
Toxicity/Toxicokinetics
Toxicological data for 4-Amino-L-phenylalanine are limited. As an amino acid derivative, it is expected to have low toxicity. However, comprehensive toxicology studies have not been extensively reported. Standard safety precautions for handling amino acids and their derivatives apply, including the use of personal protective equipment and working in a well-ventilated area.
Additional Infomation
4-Amino-L-phenylalanine is the L-enantiomer of 4-aminophenylalanine, an enantiomer of 4-amino-D-phenylalanine, and a zwitterion tautomer of 4-amino-L-phenylalanine. It has been reported that p-aminophenylalanine has been detected in cowpea (Vigna vexillata), black cumin (Vigna angivensis), and other organisms with relevant data.
4-Amino-L-phenylalanine is a research compound that has not entered clinical trials or received regulatory approval for therapeutic use. It is primarily used as a building block in peptide synthesis and protein engineering, as a TcCA activator for studying protozoan pathogen infections, and in the production of Chloramphenicol. The compound is also an endogenous metabolite and is known as L-Phe(4-NH2)-OH. Further research is needed to explore its potential biological activities.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C₉H₁₂N₂O₂
Molecular Weight
180.20
Exact Mass
180.089
CAS #
943-80-6
PubChem CID
151001
Appearance
White to off-white solid powder
Density
1.3±0.1 g/cm3
Boiling Point
383.5±32.0 °C at 760 mmHg
Flash Point
185.8±25.1 °C
Vapour Pressure
0.0±0.9 mmHg at 25°C
Index of Refraction
1.630
LogP
-0.17
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
3
Heavy Atom Count
13
Complexity
177
Defined Atom Stereocenter Count
1
SMILES
C1=CC(=CC=C1C[C@@H](C(=O)O)N)N
InChi Key
CMUHFUGDYMFHEI-QMMMGPOBSA-N
InChi Code
InChI=1S/C9H12N2O2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,10-11H2,(H,12,13)/t8-/m0/s1
Chemical Name
(2S)-2-amino-3-(4-aminophenyl)propanoic acid
Synonyms
4AminoLphenylalanine; 4 Amino L phenylalanine
HS Tariff Code
2934.99.9001
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)
Solubility Data
Solubility (In Vitro)
H2O : ~3.33 mg/mL (~18.48 mM)
DMSO :< 1 mg/mL
Solubility (In Vivo)
Solubility in Formulation 1: 10 mg/mL (55.49 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.5494 mL 27.7469 mL 55.4939 mL
5 mM 1.1099 mL 5.5494 mL 11.0988 mL
10 mM 0.5549 mL 2.7747 mL 5.5494 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.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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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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