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CAS 211637-75-1

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Fmoc-2-methyl-L-phenylalanine

Description:
Fmoc-2-methyl-L-phenylalanine is a derivative of the amino acid phenylalanine, characterized by the presence of a 9-fluorenylmethoxycarbonyl (Fmoc) protecting group at the amino terminus and a methyl group at the 2-position of the phenylalanine side chain. This compound is commonly used in peptide synthesis, particularly in solid-phase peptide synthesis (SPPS), due to the stability of the Fmoc group under basic conditions and its ease of removal under mild acidic conditions. The presence of the methyl group enhances the hydrophobic character of the amino acid, which can influence the folding and stability of peptides. Fmoc-2-methyl-L-phenylalanine is typically a white to off-white solid, and its solubility is generally good in organic solvents like dimethyl sulfoxide (DMSO) and dimethylformamide (DMF), but limited in water. Its unique structural features make it valuable for studying peptide interactions and for the development of peptide-based therapeutics.
Formula:C24H21NO4
InChI:InChI=1/C24H21NO4/c1-15-8-2-3-9-16(15)14-21(23(26)27)25-24(28)29-22-19-12-6-4-10-17(19)18-11-5-7-13-20(18)22/h2-13,21-22H,14H2,1H3,(H,25,28)(H,26,27)/t21-/m0/s1
SMILES:Cc1ccccc1C[C@@H](C(=O)O)N=C(O)OC1c2ccccc2c2ccccc12
Synonyms:
  • Fmoc-L-2-Methylphenylalanine
  • Fmoc-L-2-Methylphe
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