4-Amino-L-phenylalanine
- Product Name
- 4-Amino-L-phenylalanine
- CAS No.
- 943-80-6
- Chemical Name
- 4-Amino-L-phenylalanine
- Synonyms
- 4-Amino-L;4-Amino-Phe;L-4-AMINOPHE;4-Amino-L-Phe;L-4-NH2-Phe-OH;4-Amino-Phe-OH;H-PHE(4-NH2)-OH;H-PHE(4'-NH2)-OH;H-L-Phe(4-NH2)-OH;Aminophenyalanine
- CBNumber
- CB1722156
- Molecular Formula
- C9H12N2O2
- Formula Weight
- 180.2
- MOL File
- 943-80-6.mol
4-Amino-L-phenylalanine Property
- Melting point:
- 265 °C (decomp)
- Boiling point:
- 383.5±32.0 °C(Predicted)
- Density
- 1.289±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,2-8°C
- solubility
- Methanol (Slightly, Sonicated), Water (Slightly, Sonicated)
- form
- Solid
- pka
- 2.14±0.10(Predicted)
- color
- Pale Beige to Beige
- Water Solubility
- Soluble in water.
- Sensitive
- Air Sensitive
- CAS DataBase Reference
- 943-80-6(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- A622376
- Product name
- p-Amino-L-phenylalanine
- Packaging
- 2.5g
- Price
- $145
- Updated
- 2021/12/16
- Product number
- 232813
- Product name
- 4-Amino-L-phenylalanine 99+%
- Packaging
- 1g
- Price
- $170
- Updated
- 2021/12/16
- Product number
- AAA0000765
- Product name
- 4-AMINO-L-PHENYL ALANINE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $159.71
- Updated
- 2021/12/16
- Product number
- HAA7050
- Product name
- H-L-Phe(4-NH2)-OH*hydrate
- Packaging
- 5G
- Price
- $162
- Updated
- 2021/12/16
- Product number
- 181603
- Product name
- H-Phe(4-NH2)-OH
- Packaging
- 25g
- Price
- $330
- Updated
- 2021/12/16
4-Amino-L-phenylalanine Chemical Properties,Usage,Production
Chemical Properties
Off-white crystalline powder
Uses
It finds its application in the purification of peptide synthetases involved in pristinamycin I biosynthesis.
Definition
ChEBI: 4-amino-L-phenylalanine is the L-enantiomer of 4-aminophenylalanine. It is an enantiomer of a 4-amino-D-phenylalanine. It is a tautomer of a 4-amino-L-phenylalanine zwitterion.
Synthesis
949-99-5
943-80-6
A mixed solution of concentrated HNO3 (60%) and concentrated H2SO4 (1.4:1.1 v/v) was prepared and cooled to 10°C. A portion of the mixed solution (3.5 mL) was slowly added dropwise to a solution of L-phenylalanine (4.139 g, 25.1 mmol) in H2SO4 (98%, 12.5 mL) with stirring. The reaction mixture was kept stirred at 10 °C for 2.5 hours. Upon completion of the reaction, the pH of the reaction solution was adjusted with NH4OH to 5. The resulting light yellow precipitate was collected by filtration, washed sequentially with a small amount of water and CH3CN, and dried to give 4-nitro-L-phenylalanine as a yellow powder (4.748 g, 90% yield). 4-Nitro-L-phenylalanine (2.006 g, 9.54 mmol) was suspended in water (35 mL), 0.2 g of 5% palladium-barium sulfate catalyst was added, and the hydrogenation reaction was carried out for 3 h at room temperature. The reaction solution was filtered through a diatomaceous earth pad and the filtrate was concentrated to give a light brown residue. The residue was washed with CH3CN to give a light brown solid (1.460 g, 85% yield) which was used directly in the next step of the reaction. 4-Amino-L-phenylalanine derivative (0.060 g, 0.33 mmol) was dissolved in 6N HCl (4 mL) and aqueous sodium nitrate solution (0.030 g/0.5 mL) was slowly added at 0 °C. The reaction mixture was stirred at the same temperature for 40 min and then diluted with 6N HCl (0.25 mL). Subsequently, aqueous sodium azide solution (0.033 g/0.75 mL) was added at 0 °C. The reaction mixture was stirred at 0 °C for 5 min and then warmed up to room temperature to continue the reaction for 1 h. The reaction mixture was then concentrated and the reaction was carried out at room temperature. Upon completion of the reaction, the reaction solution was concentrated and the residue was reprecipitated by CH3CN to give a pure colorless amorphous solid (0.0435 g, 64% yield). The analytical and spectroscopic data of the product were in agreement with literature reports [10].
IC 50
Human Endogenous Metabolite
References
[1] Letters in Drug Design and Discovery, 2015, vol. 12, # 6, p. 466 - 470
[2] Molecules, 2013, vol. 18, # 7, p. 8393 - 8401
[3] Helvetica Chimica Acta, 1957, vol. 40, p. 80,83
[4] Chemistry Letters, 1998, # 7, p. 704 - 706
[5] Chemistry Letters, 1998, # 6, p. 537 - 538
4-Amino-L-phenylalanine Preparation Products And Raw materials
Raw materials
Preparation Products
4-Amino-L-phenylalanine Suppliers
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- Country
- Japan
- ProdList
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- Advantage
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View Lastest Price from 4-Amino-L-phenylalanine manufacturers
- Product
- 4-Amino-L-phenylalanine 943-80-6
- Price
- US $0.10/KG
- Min. Order
- 1KG
- Purity
- 99.0%
- Supply Ability
- 1000 tons
- Release date
- 2024-08-28
- Product
- 4-Amino-L-phenylalanine 943-80-6
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10
- Product
- 4-Amino-L-phenylalanine 943-80-6
- Price
- US $8.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10MT
- Release date
- 2018-12-21