An essential amino acid
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L-Phenylalanine

Item No. 31498

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
CAS Number
63-91-2
Synonyms
  • NSC 79477
  • (–)-Phenylalanine
Molecular Formula
C9H11NO2
Formula Weight
165.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 5 mg/ml
SMILES
OC([C@@H](N)CC1=CC=CC=C1)=O
InChi Code
InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m0/s1
InChi Key
COLNVLDHVKWLRT-QMMMGPOBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 g

    $60

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    100 g

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    250 g

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    500 g

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    Product Description

    L-Phenylalanine is an essential amino acid.1,2,3 Blood and brain levels of L-phenylalanine are increased and associated with progressive cognitive impairments, seizures, motor deficits, and autism in patients with phenylketonuria, an inborn error of metabolism characterized by mutations in the gene encoding phenylalanine hydroxylase (PAH). L-Phenylalanine inhibits NMDA-induced currents in primary rat hippocampal neurons (IC50 = 1.71 mM).1 It also assembles into fibrils in vitro that are cytotoxic to PC12 and CHO cells when used at concentrations ranging from 1.16 to 15 mM.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Glushakov, A.V., Dennis, D.M., Morey, T.E., et al. Specific inhibition of N-methyl-D-aspartate receptor function in rat hippocampal neurons by L-phenylalanine at concentrations observed during phenylketonuria. Mol. Psychiatry 7(4), 359-367 (2002).

    2. Adler-Abramovich, L., Vaks, L., Carny, O., et al. Phenylalanine assembly into toxic fibrils suggests amyloid etiology in phenylketonuria. Nat. Chem. Biol. 8(8), 701-706 (2012).

    3. Blau, N., van Spronsen, F.J., and Levy, H.L. Phenylketonuria. Lancet 376(9750), 1417-1427 (2010).