Amino acid bromides: their utilization for difficult couplings in solid-phase peptide synthesis |
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Authors: | Minghong Ni Bernard Kaptein Alma Dal Pozzo |
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Institution: | a Istituto di Ricerche Chimiche e Biochimiche G. Ronzoni, via Colombo 81, 20133 Milano, Italy b Life Science-Advanced Synthesis and Catalysis, PO Box 18, 6160 MD Geleen, The Netherlands |
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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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Keywords: | Amino acid bromides Difficult couplings Solid-phase peptide synthesis |
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