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CAS 152436-04-9

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Fmoc-.alpha.-Me-D-Phe-OH

Description:
Fmoc-α-Me-D-Phe-OH, also known as Fmoc-alpha-methyl-D-phenylalanine, is a protected amino acid commonly used in peptide synthesis. The "Fmoc" (9-fluorenylmethoxycarbonyl) group serves as a protective group for the amino functionality, allowing for selective reactions during the synthesis process. This compound features an α-methyl group on the phenylalanine side chain, which can influence the steric and electronic properties of the resulting peptides. The presence of the D-configuration of phenylalanine contributes to the overall chirality of the molecule, making it useful in the study of peptide conformation and activity. Fmoc-α-Me-D-Phe-OH is typically utilized in solid-phase peptide synthesis (SPPS) due to its stability under standard coupling conditions and ease of removal of the Fmoc group. Its unique characteristics make it valuable in the development of peptide-based therapeutics and in research applications involving peptide design and modification.
Formula:C25H23NO4
InChI:InChI=1/C25H23NO4/c1-25(23(27)28,15-17-9-3-2-4-10-17)26-24(29)30-16-22-20-13-7-5-11-18(20)19-12-6-8-14-21(19)22/h2-14,22H,15-16H2,1H3,(H,26,29)(H,27,28)/t25-/m1/s1
SMILES:C[C@@](Cc1ccccc1)(C(=O)O)N=C(O)OCC1c2ccccc2c2ccccc12
Synonyms:
  • N-[(9H-fluoren-9-ylmethoxy)carbonyl]-alpha-methyl-D-phenylalanine
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