Synthesis of orthogonally protected azahistidine: application to the synthesis of a GHK analogue

Amino Acids. 2010 Jan;38(1):279-86. doi: 10.1007/s00726-009-0248-5. Epub 2009 Feb 15.

Abstract

The synthesis of various orthogonally protected azahistidine derivatives are obtained via 1,3-dipolar cycloaddition reactions. The newly obtained amino-acids can be selectively deprotected either at the side chain or at the N-terminus of the amino acid and should thus allow the use of these derivatives in (solid phase) peptide synthesis.

MeSH terms

  • Alanine / chemistry
  • Aza Compounds / chemical synthesis*
  • Aza Compounds / chemistry
  • Histidine / analogs & derivatives*
  • Histidine / chemical synthesis*

Substances

  • Aza Compounds
  • Histidine
  • Alanine