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CAS 270596-52-6

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Fmoc-(S)-3-amino-4-(3-fluoro-phenyl)-butyric acid

Description:
Fmoc-(S)-3-amino-4-(3-fluoro-phenyl)-butyric acid is a synthetic amino acid derivative commonly used in peptide synthesis and drug development. It features a fluoro-substituted phenyl group, which can enhance the compound's biological activity and lipophilicity. The Fmoc (9-fluorenylmethoxycarbonyl) group serves as a protective moiety for the amino group, allowing for selective reactions during peptide synthesis. This compound is characterized by its chirality, as indicated by the (S) configuration, which is crucial for its biological interactions. The presence of the amino and carboxylic acid functional groups contributes to its solubility in polar solvents, making it suitable for various biochemical applications. Additionally, the fluorine atom in the phenyl ring can influence the compound's pharmacokinetic properties, potentially improving its efficacy as a pharmaceutical agent. Overall, Fmoc-(S)-3-amino-4-(3-fluoro-phenyl)-butyric acid is a valuable building block in the field of medicinal chemistry and peptide research.
Formula:C25H22FNO4
InChI:InChI=1/C25H22FNO4/c26-17-7-5-6-16(12-17)13-18(14-24(28)29)27-25(30)31-15-23-21-10-3-1-8-19(21)20-9-2-4-11-22(20)23/h1-12,18,23H,13-15H2,(H,27,30)(H,28,29)/t18-/m0/s1
SMILES:c1ccc2c(c1)c1ccccc1C2COC(=N[C@@H](Cc1cccc(c1)F)CC(=O)O)O
Synonyms:
  • (3S)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-(3-fluorophenyl)butanoic acid
  • Fmoc-β-HoPhe(3-F)-OH
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