A pincer auxiliary to force difficult lactamisations.
A new method to cyclise peptides is reported based on insertion of a salicylaldehyde derived pincer auxiliary in the linear precursor sequence. H-betaAla-Phe-OH and H-Phe-betaAla-OH were chosen as representative model peptides.
Bieräugel
Hans
H
Institute of Molecular Chemistry, University of Amsterdam, Nieuwe Achtergracht 129, 1018 WS Amsterdam, The Netherlands.
Schoemaker
Hans E
HE
Hiemstra
Henk
H
van Maarseveen
Jan H
JH
D000447:Aldehydes / Q000737:chemistry; D000595:Amino Acid Sequence; D003500:Cyclization; D007769:Lactams / Q000138:chemical synthesis*; D009842:Oligopeptides / Q000737:chemistry*; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry
D000447:Aldehydes; D007769:Lactams; D009842:Oligopeptides; D010456:Peptides, Cyclic; C013243:salicylaldehyde