Folding and self-assembly of aromatic and aliphatic urea oligomers: Towards connecting structure and function
- 26 May 2010
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Organic & Biomolecular Chemistry
- Vol. 8 (14), 3101-3117
- https://doi.org/10.1039/c001090a
Abstract
Folding and self-assembly of biomacromolecules has inspired the development of discrete, non-natural oligomers that fold and/or self-assemble in a controlled manner. Though aromatic and aliphatic oligoamides remain unmatched for structural diversity and synthetic versatility, oligomers based on amide bond surrogates, such as urea backbones, also demonstrated a propensity for folding and self-assembly. In this Perspective, we review the advances in the design of oligomeric aromatic and aliphatic urea sequences (essentially N,N′-linked) that fold and/or self-assemble. Whenever applicable, the relationship between structure and function will be highlighted.Keywords
This publication has 179 references indexed in Scilit:
- De Novo Design of Antimicrobial Polymers, Foldamers, and Small Molecules: From Discovery to Practical ApplicationsAccounts of Chemical Research, 2009
- Self-assembly of dimeric tetraurea calix[4]pyrrole capsulesProceedings of the National Academy of Sciences of the United States of America, 2009
- Foldamers with Heterogeneous BackbonesAccounts of Chemical Research, 2008
- Thrombogenic collagen-mimetic peptides: Self-assembly of triple helix-based fibrils driven by hydrophobic interactionsProceedings of the National Academy of Sciences, 2008
- Sophistication of foldamer form and function in vitro and in vivoCurrent Opinion in Chemical Biology, 2007
- Electron transfer in Me-blocked heterodimeric α,γ-peptide nanotubular donor–acceptor hybridsProceedings of the National Academy of Sciences of the United States of America, 2007
- High-Resolution Structure of a β-Peptide BundleJournal of the American Chemical Society, 2007
- Energetics of an n → π* Interaction that Impacts Protein StructureOrganic Letters, 2006
- Helix-Forming Oligoureas: Temperature-Dependent NMR, Structure Determination, and Circular Dichroism of a Nonamer with Functionalized Side ChainsHelvetica Chimica Acta, 2002
- The Dipole Moment and Structure of Urea and Thiourea1Journal of the American Chemical Society, 1942