Solution Observation of Dimerization and Helix Handedness Induction in a Human Carbonic Anhydrase-Helical Aromatic Amide Foldamer Complex

Chembiochem : a European Journal of Chemical Biology
Michal JewginskiCameron David Mackereth

Abstract

The design of synthetic foldamers to selectively bind proteins is currently hindered by the limited availability of molecular data to establish key features of recognition. Previous work has described dimerization of human carbonic anhydrase II (HCA) through self-association of a quinoline oligoamide helical foldamer attached to a tightly binding HCA ligand. A crystal structure of the complex provided atomic details to explain the observed induction of single foldamer helix handedness and revealed an unexpected foldamer-mediated dimerization. Here, we investigated the detailed behavior of the HCA-foldamer complex in solution by using NMR spectroscopy. We found that the ability to dimerize is buffer-dependent and uses partially distinct intermolecular contacts. The use of a foldamer variant incapable of self-association confirmed the ability to induce helix handedness separately from dimer formation and provided insight into the dynamics of enantiomeric selection.

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Citations

Oct 21, 2016·Chembiochem : a European Journal of Chemical Biology·Pradeep K MandalIvan Huc
Nov 20, 2016·Chembiochem : a European Journal of Chemical Biology·Sarah H HewittAndrew J Wilson
Feb 9, 2017·Journal of the American Chemical Society·Michal JewginskiIvan Huc
Apr 14, 2017·Angewandte Chemie·Martin L RenniePeter B Crowley
Sep 7, 2017·Angewandte Chemie·Anna HogewegChristine Beuck
Oct 24, 2020·Beilstein Journal of Organic Chemistry·Peter BayerChristine Beuck
Sep 20, 2017·Journal of the American Chemical Society·Sam van DunLuc Brunsveld

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