4-Cyano-L-phenylalanine

CAS: 167479-78-9

Ref. 3D-FC48004

Product Information

• Name: 4-Cyano-L-phenylalanine
• Synonyms: L-Phe(4-CN)-OHp-Cyano-L-phenylalanine(S)-2-Amino-3-(4-cyanophenyl)propanoic acid
• Brand: Biosynth
• Description: 4-Cyano-L-phenylalanine is an unnatural aminoacid that has been shown to bind to amyloid protein, which is associated with Alzheimer's disease. The binding of 4-Cyano-L-phenylalanine inhibits the synthesis of amyloid protein and prevents the formation of amyloid fibrils. 4-Cyano-L-phenylalanine also irreversibly inhibits the enzyme responsible for the production of hydrochloric acid in bacteria. The x-ray crystal structures of 4-Cyano L-phenylalanine have been determined and show that this compound binds to the active site of the enzyme synthetase, preventing it from forming an amino acid bond. 4-Cyano L-phenylalanine is an analog of 4-L-phenylalanine and, thanks to its cyano (nitrile) group, is a good candidate for use as a fluorescence marker to study the peptide membrane interactions.

Chemical properties

• Molecular weight: 190.2 g/mol
• Formula: C₁₀H₁₀N₂O₂
• Purity: Min. 95%
• Color/Form: Powder
• InChI: InChI=1S/H3N/h1H3
• InChI key: InChIKey=QGZKDVFQNNGYKY-UHFFFAOYSA-N
• SMILES: N#Cc1ccc(C[C@H](N)C(=O)O)cc1