Self-Assembled Cyclic Structures from Copper (II)-Peptoids.

Self-Assembled Cyclic Structures from Copper (II)-Peptoids.
Angew Chem Int Ed Engl. 2018 Apr 18;:
Authors: Ghosh T, Fridman N, Kosa M, Maayan G
Abstract
Metal-ligand coordination is a key interaction in the self-assembly of biopolymers. Although binding of metal ions to synthetic proteins and peptides is known to yield high-order structures, self-assembly of peptidomimetic molecules upon metal binding is still challenging. Herein we explore the self-assembly of three peptoid trimers 3, 3A and 3B, bearing a bipyridine ligand at their C-terminus, a benzyl group at their N-terminus and a polar group (N-ethyl-R) in the middle position (R = OH, OCH3 and NH2, respectively) by Cu2+ coordination. X-ray diffraction analysis revealed unique, highly symmetric, dinuclear cyclic structure (7) or aqua-bridged dinuclear double-stranded peptoid helicates (8 and 9), formed by the self-assembly of two peptoid molecules with two Cu2+ ions. Studies of the crystals in acetonitrile showed that macrocycles 7 and 8 disassemble to their corresponding monometallic complexes in solution and thus display solid-state/solution equilibrium, while 9, having the largest amount of intermolecular hydrogen bonds, retain its unique structure in solution.
PMID: 29667747 [PubMed - as supplied by publisher]

Source: Angewandte Chemie - April 18, 2018 Category: Chemistry Authors: Ghosh T, Fridman N, Kosa M, Maayan G Tags: Angew Chem Int Ed Engl Source Type: research