Amino acid bromides: their utilization for difficult couplings in solid-phase peptide synthesis
Tetrahedron Letters(2005)
Abstract
Use of N-protected-α-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 α-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.
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Key words
Amino acid bromides,Difficult couplings,Solid-phase peptide synthesis
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