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CAS 198545-85-6

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Fmoc-D-Pentafluorophe

Description:
Fmoc-D-Pentafluorophenylalanine, identified by its CAS number 198545-85-6, is a derivative of the amino acid phenylalanine, modified with a 9-fluorenylmethoxycarbonyl (Fmoc) protecting group and a pentafluorophenyl moiety. This compound is characterized by its unique fluorinated aromatic structure, which enhances its hydrophobicity and can influence its interactions in biological systems. The Fmoc group serves as a protective group for the amino functionality, making it useful in peptide synthesis, particularly in solid-phase peptide synthesis (SPPS). The presence of multiple fluorine atoms contributes to the compound's stability and can affect its solubility and reactivity. Fmoc-D-Pentafluorophenylalanine is often utilized in research and pharmaceutical applications, especially in the development of peptide-based drugs and in studies involving protein folding and interactions. Its distinct properties make it a valuable tool in synthetic organic chemistry and biochemistry.
Formula:C24H16F5NO4
InChI:InChI=1/C24H16F5NO4/c25-18-15(19(26)21(28)22(29)20(18)27)9-17(23(31)32)30-24(33)34-10-16-13-7-3-1-5-11(13)12-6-2-4-8-14(12)16/h1-8,16-17H,9-10H2,(H,30,33)(H,31,32)/t17-/m0/s1
SMILES:c1ccc2c(c1)c1ccccc1C2COC(=N[C@@H](Cc1c(c(c(c(c1F)F)F)F)F)C(=O)O)O
Synonyms:
  • Fmoc-D-Pentafluorophenylalanine
  • Fmoc-pentafluoro-D-phenylalanine
  • Fmoc-3-Pentafluorophenyl-D-alanine
  • Fmoc-D-Phe(F5)-OH
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