Asymmetric Peptide Catalysis

Kinetic Resolution of a Planar–Chiral [2.2]Paracyclophane via Michael Addition to Nitroolefins Catalyzed by N‐Terminal Guanidinylated Helical Peptide

“…[36,37] We have been working on the development of the selective catalysis with using resin-bonded peptides. [38,39] These immobilized peptides have an advantage for its facile synthesis and potential reusability. [40,41] Based on the above background, this time we successfully developed the kinetic resolution of a substituted 22PC via asymmetric Michael addition to a nitroolefin catalyzed by Nterminal-guanidinylated resin-bound helical peptide (Scheme 1c).…”

“…Several selective reactions that are hardly realized by conventional low–molecular‐weight catalysts have been reported [36,37] . We have been working on the development of the selective catalysis with using resin–bonded peptides [38,39] . These immobilized peptides have an advantage for its facile synthesis and potential reusability [40,41] …”

Unnatural helical peptidic foldamers as protein segment mimics

“…a-helix, b-sheet). They have found wide applications in the mimicry of host-defense peptides, [1][2][3] disease-related protein-protein interactions (PPIs), [4][5][6] catalysis, [7][8][9] molecular recognition, [10][11][12] and supramolecular design. 13 However, conventional helical peptides often suffer from the loss of secondary structure, susceptibility to proteolytic degradation, and difficulty in penetrating intact cells, significantly limiting their applications.…”