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Updated: Aug 17, 2026

Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly
Published on: February 6, 2020
Self-assembled pentamers and hexamers linked through quadruple-hydrogen-bonded 2-ureido-4[1H]-pyrimidinones
Henk M Keizer1, Juan J González, Margarita Segura
1Laboratory of Macromolecular and Organic Chemistry, Eindhoven University of Technology, The Netherlands. e.w.meijer@tue.nl
Abstract:
The preorganization of bifunctional 2-ureido-4-pyrimidinones mediated by either 1,3-substituted adamantane or meta-substituted phenylene ring linkers leads to the preferred formation of stable pentameric (1)(5) and hexameric (2)(6) assemblies, respectively. Despite the high binding constant of the 2-ureido-4-pyrimidinone dimers and the highly preorganized structure of the monomer, the predominant formation of cycles (1)(5) and (2)(6) in solution occurs only within a specific concentration range.
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