Synthesis of orthogonally protected azahistidine: application to the synthesis of a GHK analogue.
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.
Roux
Stéphane
S
CEA, iBiTecS, Service de Chimie Bioorganique et de Marquage, 91191, Gif sur Yvette Cedex, France.
Ligeti
Melinda
M
Buisson
David-Alexandre
DA
Rousseau
Bernard
B
Cintrat
Jean-Christophe
JC
D000409:Alanine / Q000737:chemistry; D001372:Aza Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D006639:Histidine / Q000031:analogs & derivatives* / Q000138:chemical synthesis*
D001372:Aza Compounds; D006639:Histidine; D000409:Alanine