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Self-Sorting in Dynamic Combinatorial Libraries Leads to the Co-Existence of Foldamers and Self-Replicators
- Source :
- Angewandte Chemie (International Ed. in English), Angewandte Chemie-International Edition, 60(24), 13569-13573. WILEY-V C H VERLAG GMBH
- Publication Year :
- 2021
-
Abstract
- Nature segregates fundamental tasks such as information storage/transmission and catalysis between two different compound classes (e.g. polynucleotides for replication and folded polyamides for catalysis). This division of labor is likely a product of evolution, raising the question of how simpler systems in which replicators and folded macromolecules co‐exist may emerge in the transition from chemistry to biology. In synthetic systems, achieving co‐existence of replicators and foldamers in a single molecular network remains an unsolved problem. Previous work on dynamic molecular networks has given rise to either self‐replicating fibers or well‐defined foldamer structures (or completely un‐sorted complex systems). We report a system in which two cross‐reactive dithiol (nucleobase‐ and peptide‐based) building blocks self‐sort into a replicator fiber and foldamer that both emerge spontaneously and co‐exist. The self‐sorting behavior remains prevalent across different building block ratios as two phases of emergence occur: replicator growth followed by foldamer formation. This is attributed to the autocatalytic formation of the replicator fiber, followed by enrichment of the system in the remaining building block, which is subsequently incorporated into a foldamer.<br />Two different dithiol building blocks interconvert through reversible covalent bonds to initially form a dynamic combinatorial library of macrocycles of various size. The self‐sorting process starts by the amplification of a single library member to form self‐replicating fibers. This step is followed by enrichment of the system in the remaining building block, which forms a large macrocyclic foldamer.
- Subjects :
- dynamic combinatorial chemistry
Information storage
010405 organic chemistry
Communication
Systems Chemistry
self-replicators
Foldamer
Complex system
General Chemistry
General Medicine
self-assembly
010402 general chemistry
01 natural sciences
Catalysis
Communications
self-sorting
Nucleobase
0104 chemical sciences
Molecular network
Self sorting
Chemical physics
Dynamic combinatorial chemistry
foldamers
Self-assembly
Subjects
Details
- Language :
- English
- ISSN :
- 14337851
- Volume :
- 60
- Issue :
- 24
- Database :
- OpenAIRE
- Journal :
- Angewandte Chemie - International Edition
- Accession number :
- edsair.doi.dedup.....5316ced095ed525cfe5da37eb672c339