A non-proteinogenic amino acid and an inhibitor of protein synthesis
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Product Categories

Product Type

Biochemicals
Amino Acids

Research Area

Cancer

4-Fluoro-L-phenylalanine

Item No. 29178

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
CAS Number
1132-68-9
Synonyms
  • 4F-Phe
  • L-para-Fluorophenylalanine
  • para-Fluoro-L-phenylalanine
Molecular Formula
C9H10FNO2
Formula Weight
183.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 5 mg/ml
SMILES
FC1=CC=C(C[C@H](N)C(O)=O)C=C1
InChi Code
InChI=1S/C9H10FNO2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m0/s1
InChi Key
XWHHYOYVRVGJJY-QMMMGPOBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 g

    $54

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    25 g

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    50 g

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    Cayman Chemical
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    Product Description

    4-Fluoro-L-phenylalanine is a non-proteinogenic amino acid and an inhibitor of protein synthesis.1,2 It inhibits growth of MCF-7 breast cancer cells (IC50 = 11.8 μM).1 4-Fluoro-L-phenylalanine reversibly inhibits stomatin-induced T. vorax macrostomal differentiation in a concentration-dependent manner.2 It has been used to replace phenylalanine residues in polypeptides for determining site-specific solvent accessibility by 19F-NMR.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Giese, C., Lepthien, S., Metzner, L., et al. Intracellular uptake and inhibitory activity of aromatic fluorinated amino acids in human breast cancer cells. Chem. Med. Chem. 3(9), 1449-1456 (2008).

    2. Sharpe, M., Reyes, J.F., Verma, M., et al. The effect of p-fluoro-phenylalanine on differentiation of the macrostomal form of the polymorphic ciliate, Tetrahymena vorax. Transactions of the Illinois State Academy of Science 97(1), 33-44 (2004).

    3. Hou, Y., Hu, W., Li, X., et al. Solvent-accessibility of discrete residue positions in the polypeptide hormone glucagon by 19F-NMR observation of 4-fluorophenylalanine. J. Biomol. NMR 68(1), 1-6 (2017).