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CAS 175453-08-4

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(S)-N-FMOC-4-Chlorophenylalanine

Description:
(S)-N-FMOC-4-Chlorophenylalanine is a derivative of the amino acid phenylalanine, characterized by the presence of a 4-chlorophenyl group and a fluorenylmethyloxycarbonyl (FMOC) protective group. This compound is typically utilized in peptide synthesis, particularly in solid-phase peptide synthesis, due to its ability to protect the amino group during the coupling reactions. The FMOC group is favored for its stability under basic conditions and ease of removal under mild acidic conditions, making it advantageous for sequential amino acid addition. The presence of the 4-chloro substituent on the phenyl ring can influence the compound's electronic properties and steric hindrance, potentially affecting the overall reactivity and conformation of the resulting peptides. (S)-N-FMOC-4-Chlorophenylalanine is often used in research and development within the fields of medicinal chemistry and biochemistry, particularly in the design of bioactive peptides and pharmaceuticals. Its specific stereochemistry (S configuration) is crucial for maintaining the desired biological activity in peptide applications.
Formula:C24H20ClNO4
Synonyms:
  • Fmoc-L-4-Chlorophenylalanine
  • Fmoc-4-Chloro-Phe-OH
  • Fmoc-4-Chloro-L-phenylalanine
  • Fmoc-Phe(4-Cl)-OH
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