Via Ugi reactions to conformationally fixed cyclic peptides.
A simple approach to several cyclopeptidmimetics containing an N-alkylated amino acid was found via a multicomponent reaction followed by a ring-closing metathesis starting from readily available precursors. The combinatorial technique has the advantage that different polar, hydrophilic or hydrophobic moieties can be placed at any position in the cycles and unnatural amino acids can also be incorporated.
Hebach
Christina
C
Institut für Organische Chemie, Universität des Saarlandes, D-66123, Saarbrücken, Germany.
Kazmaier
Uli
U
D000478:Alkylation; D000596:Amino Acids / Q000737:chemistry; D018360:Crystallography, X-Ray; D003500:Cyclization; D010456:Peptides, Cyclic / Q000737:chemistry*; D011487:Protein Conformation; D013329:Structure-Activity Relationship
D000596:Amino Acids; D010456:Peptides, Cyclic