One-pot approach to well-defined biomolecular assemblies by orthogonal chemoselective ligations.
Click-click cyclopeptides: Well-defined biomolecular assemblies are synthesized using orthogonal oxime bond formation and copper(I)-mediated alkyne-azide cycloaddition reactions in a stepwise or in a one-pot approach. To illustrate this strategy, regioselective ligation of biologically relevant peptides onto a cyclopeptidic scaffold was performed.
Galibert
Mathieu
M
Départment de Chimie Moléculaire, UMR CNRS/UJF 5250, ICMG FR 2607, 301, rue de la chimie, BP53, 38041 Grenoble cedex 9, France.
Dumy
Pascal
P
Boturyn
Didier
D
D000480:Alkynes / Q000737:chemistry*; D001386:Azides / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D010091:Oximes / Q000737:chemistry; D010455:Peptides / Q000138:chemical synthesis / Q000737:chemistry; D010456:Peptides, Cyclic / Q000138:chemical synthesis / Q000737:chemistry*
D000480:Alkynes; D001386:Azides; D010091:Oximes; D010455:Peptides; D010456:Peptides, Cyclic; D003300:Copper