L-Phenylalanine, 99%
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L-Phenylalanine, 99%
Thermo Scientific Chemicals

L-Phenylalanine, 99%

L-Phenylalanine, CAS # 63-91-2, is an essential amino acid with an aromatic structure used in the biosynthesis of other amino acids. It is important for the structure and function of many proteins and enzymes.
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Catalog number A13238.18
also known as A13238-18
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50 g
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Chemical Identifiers
CAS63-91-2
IUPAC Name2-amino-3-phenylpropanoic acid
Molecular FormulaC9H11NO2
InChI KeyCOLNVLDHVKWLRT-UHFFFAOYNA-N
SMILESNC(CC1=CC=CC=C1)C(O)=O
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)White
Identification (FTIR)Conforms
FormCrystals or powder or crystalline powder
Assay (Non-aqueous acid-base Titration)≥98.5 to ≤101.5%
Optical Rotation-34 ? 1? (c=2 in Water)
L-Phenylalanine is an aromatic organic compound containing amine and acid as functional groups. It is an essential amino acid and its structure can be considered as the derivative of 3-phenylpropionic acid, in which one hydrogen atom present at C-2 position is substituted with amino group. It is a chiral compound and consists of two optical isomers. It is also known as 2-amino-3-phenylpropanoic acid, beta-phenylalanine, L-alfa-amino-beta-phenylpropionic acid, H-Phe-OH and (S)-2-amino-3-phenylpropionic acid.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

General Description

  • L-Phenylalanine is an essential amino acid found in several dietary sources, including meat, fish, eggs, cheese, and milk
  • Phenylalanine can be converted into the amino acid tyrosine

Application

  • L-Phenylalanine is used in the synthesis of other amino acids
  • It can be used as a precursor for the skin pigment melanin as well as the monoamine neurotransmitters dopamine, norepinephrine (noradrenaline), and epinephrine (adrenaline)
  • It is used to biochemically form proteins coded by DNA
  • Due to its ability to absorb ultraviolet radiation, it is used to quantify the amount of protein
  • In research, it is used as an alkaline phosphatase inhibitor
RUO – Research Use Only

General References:

  1. Other amino acids have been resolved by crystallization of their complexes with L-phenylalanine, and decomplexation with activated carbon: Chem. Lett., 113 (1984).
  2. Formation of the N,N-dibenzyl benzyl ester by reaction with benzyl bromide and base, followed by LAH reduction and Swern oxidation, lead to the N,N-dibenzyl (S)-ɑ-amino aldehyde, a useful chiral intermediate: Org. Synth., 76, 110 (1998).
  3. Hou, Y.; Hossain, G. S.; Li, J.; Shin, H. D.; Liu, L.; Du, G. Production of phenylpyruvic acid from L-phenylalanine using an L-amino acid deaminase from Proteus mirabilis: comparison of enzymatic and whole-cell biotransformation approaches. Appl. Microbiol. Biotechnol. 2015, 99 (20), 8391-8402.
  4. Liu, S. P.; Liu, R. X.; Xiao, M. R.; Zhang, L.; Ding, Z. Y.; Gu, Z. H.; Shi, G. Y. A systems level engineered E. coli capable of efficiently producing L-phenylalanine. Process Biochem. 2014, 49 (5), 751-757.