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CAS 219967-74-5

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Fmoc-(S)-3-amino-5-phenyl-pentanoic acid

Description:
Fmoc-(S)-3-amino-5-phenyl-pentanoic acid is a synthetic amino acid derivative commonly used in peptide synthesis and research. The "Fmoc" (9-fluorenylmethoxycarbonyl) group serves as a protective group for the amino functionality, allowing for selective reactions during peptide assembly. This compound features a chiral center, indicated by the "(S)" designation, which is crucial for the stereochemistry of peptides. The presence of a phenyl group at the 5-position contributes to the hydrophobic character of the molecule, influencing the folding and stability of peptides in which it is incorporated. The pentanoic acid backbone provides a flexible structure, facilitating various interactions in biological systems. Fmoc-(S)-3-amino-5-phenyl-pentanoic acid is typically utilized in solid-phase peptide synthesis, where the Fmoc group can be easily removed under mild basic conditions, allowing for subsequent coupling reactions. Its unique structural features make it valuable in the design of bioactive peptides and in studies related to protein structure and function.
Formula:C26H25NO4
InChI:InChI=1/C26H25NO4/c28-25(29)16-19(15-14-18-8-2-1-3-9-18)27-26(30)31-17-24-22-12-6-4-10-20(22)21-11-5-7-13-23(21)24/h1-13,19,24H,14-17H2,(H,27,30)(H,28,29)/t19-/m0/s1
SMILES:c1ccc(cc1)CC[C@@H](CC(=O)O)N=C(O)OCC1c2ccccc2c2ccccc12
Synonyms:
  • (3S)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-phenylpentanoic acid
  • Fmoc-β-Nva(5-phenyl)-OH
  • Fmoc-(S)-3-Amino-5-Phenylpentanoic Acid
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