Amino acid bromides: their utilization for difficult couplings in solid-phase peptide synthesis

摘要

Use of N-protected-alpha-amino acid bromides for facile solid-phase synthesis of peptides (SPPS) containing extremely sterically hindered non-proteinogenic amino acids is presented. Amino acid bromides (Aaa-Br), generated in situ, were used for the synthesis of long chain homopeptides containing up to eight successive alpha-MeVal or Aib residues. SPPS of a heteropeptide containing a very bulky amino acid building block is also described. The choice of suitable N-protections is discussed. (c) 2005 Elsevier Ltd. All rights reserved.