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CAS 198560-44-0

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Fmoc-L-3-Chlorophe

Description:
Fmoc-L-3-Chlorophenylalanine, identified by its CAS number 198560-44-0, is a derivative of the amino acid phenylalanine, modified with a 9-fluorenylmethoxycarbonyl (Fmoc) protecting group and a chlorine atom at the meta position of the phenyl ring. This compound is typically used in peptide synthesis, particularly in solid-phase peptide synthesis (SPPS), where the Fmoc group serves as a protective group for the amino group of the amino acid, allowing for selective coupling reactions. The presence of the chlorine atom can influence the electronic properties and steric hindrance of the molecule, potentially affecting the reactivity and conformation of peptides synthesized from it. Fmoc-L-3-Chlorophenylalanine is generally characterized by its stability under basic conditions, ease of removal of the Fmoc group under mild conditions, and its role in enhancing the diversity of peptide libraries. As with many chemical substances, proper handling and safety precautions should be observed due to potential hazards associated with its use in laboratory settings.
Formula:C24H20ClNO4
InChI:InChI=1/C24H20ClNO4/c25-16-7-5-6-15(12-16)13-22(23(27)28)26-24(29)30-14-21-19-10-3-1-8-17(19)18-9-2-4-11-20(18)21/h1-12,21-22H,13-14H2,(H,26,29)(H,27,28)/t22-/m0/s1
SMILES:c1ccc2c(c1)c1ccccc1C2COC(=N[C@@H](Cc1cccc(c1)Cl)C(=O)O)O
Synonyms:
  • Fmoc-L-3-Chlorophenylalanine
  • Fmoc-3-Chloro-L-phenylalanine
  • Fmoc-Phe(3-Cl)-OH
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