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CAS 205526-36-9

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(S)-N-FMOC-3-Cyanophenylalanine

Description:
(S)-N-FMOC-3-Cyanophenylalanine is a derivative of the amino acid phenylalanine, modified to include a 3-cyanophenyl group and a fluorenylmethyloxycarbonyl (FMOC) protecting group. This compound is characterized by its chiral nature, with the (S) configuration indicating the specific spatial arrangement of its atoms. The FMOC group serves as a protective moiety for the amino group, facilitating its use in peptide synthesis by preventing unwanted reactions during the coupling process. The presence of the cyanophenyl group enhances the compound's hydrophobicity and can influence its interactions in biological systems. This substance is typically utilized in the field of organic chemistry and biochemistry, particularly in the synthesis of peptides and proteins, where it aids in the selective modification of amino acids. Its stability under standard laboratory conditions and compatibility with various coupling reagents make it a valuable tool in synthetic methodologies. Additionally, the compound's unique structure may impart specific biological activities, making it of interest in pharmaceutical research.
Formula:C25H20N2O4
InChI:InChI=1/C25H20N2O4/c26-14-17-7-5-6-16(12-17)13-23(24(28)29)27-25(30)31-15-22-20-10-3-1-8-18(20)19-9-2-4-11-21(19)22/h1-12,22-23H,13,15H2,(H,27,30)(H,28,29)/t23-/m0/s1
SMILES:c1ccc2c(c1)c1ccccc1C2COC(=N[C@@H](Cc1cccc(c1)C#N)C(=O)O)O
Synonyms:
  • Fmoc-L-3-Cyanophenylalanine
  • Fmoc-3-Cyano-L-phenylalanine
  • Fmoc-Phe(3-CN)-OH
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