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CAS 177966-64-2

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(R)-N-FMOC-4-Fluorophenylalanine

Description:
(R)-N-FMOC-4-Fluorophenylalanine is a derivative of the amino acid phenylalanine, modified with a 9-fluorenylmethoxycarbonyl (FMOC) protecting group and a fluorine atom at the para position of the phenyl ring. This compound is characterized by its chiral nature, as indicated by the (R) configuration, which plays a crucial role in its biological activity and interactions. The FMOC group serves as a protective moiety, commonly used in peptide synthesis to prevent unwanted reactions during the coupling of amino acids. The presence of the fluorine atom enhances the compound's lipophilicity and can influence its binding properties in biological systems. (R)-N-FMOC-4-Fluorophenylalanine is often utilized in the synthesis of peptides and proteins, particularly in studies involving structure-activity relationships and drug design. Its stability under standard laboratory conditions and compatibility with various coupling reagents make it a valuable tool in organic and medicinal chemistry. Additionally, the compound's unique properties may contribute to its potential applications in pharmaceuticals and biochemistry.
Formula:C24H20FNO4
InChI:InChI=1S/C24H20FNO4/c25-16-11-9-15(10-12-16)13-22(23(27)28)26-24(29)30-14-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21/h1-12,21-22H,13-14H2,(H,26,29)(H,27,28)/t22-/m1/s1
InChI key:InChIKey=IXUMACXMEZBPJG-JOCHJYFZSA-N
SMILES:C(OC(N[C@H](CC1=CC=C(F)C=C1)C(O)=O)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3
Synonyms:
  • (2R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-(4-fluorophenyl)propanoic acid
  • <span class="text-smallcaps">D</span>-Fmoc-4-fluorophenylalanine
  • <span class="text-smallcaps">D</span>-Phenylalanine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-4-fluoro-
  • Fmoc-4-Fluoro-D-phenylalanine
  • Fmoc-D-4-FluoroPhenylalanine
  • Fmoc-D-4-Fluorophe
  • Fmoc-D-Phe(4-F)-OH
  • Fmoc-p-fluoro-D-Phe-OH
  • N-(9-Fluorenylmethoxycarbonyl)-4-fluorophenyl-D-alanine
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-4-fluoro-<span class="text-smallcaps">D</span>-phenylalanine
  • See more synonyms
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