77918-90-2Relevant academic research and scientific papers
Copper-catalyzed N -arylation of semicarbazones for the synthesis of aza-arylglycine-containing aza-peptides
Proulx, Caroline,Lubell, William D.
supporting information; experimental part, p. 2916 - 2919 (2010/10/03)
Parallel synthesis of 13 aza-arylglycine peptides, based on the hexapeptide sequence of Growth Hormone Releasing Peptide-6 (GHRP-6), was accomplished via selective N-arylation of a semicarbazone peptide building block anchored on Rink amide resin. Aza-peptides possessing aza-indolylglycine and aza-imidazoylglycine residues were obtained through use of the corresponding heteroaryl iodides, yielding, respectively, aza-Trp and aza-His peptidomimics. CD spectroscopy indicated the propensity for aza-peptides, containing aza-arylglycines at the Trp4 position of the GHRP-6 sequence, to adopt β-turns.
