Conformational control via sequence for a heteropeptoid in water: coupled NMR and Rosetta modelling
| Autor: | Robert D. Gilbertson, Jurgen G. Schmidt, Jennifer S. Martinez, Ryszard Michalczyk, Jacob C. Miner, M. Lisa Phipps, Trideep Rajale, Charlie E. M. Strauss, Robert F. Williams |
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| Rok vydání: | 2021 |
| Předmět: |
Circular dichroism
Peptidomimetic Monte Carlo method Metals and Alloys Stacking Sequence (biology) Peptoid General Chemistry Catalysis Surfaces Coatings and Films Electronic Optical and Magnetic Materials chemistry.chemical_compound Crystallography chemistry Materials Chemistry Ceramics and Composites Carboxylate Conformational isomerism |
| Zdroj: | Chemical Communications. 57:9922-9925 |
| ISSN: | 1364-548X 1359-7345 |
| DOI: | 10.1039/d1cc01992a |
| Popis: | We report a critical advance in the generation and characterization of peptoid hetero-oligomers. A library of sub-monomers with amine and carboxylate side-chains are combined in different sequences using microwave-assisted synthesis. Their sequence-structure propensity is confirmed by circular dichroism, and conformer subtypes are enumerated by NMR. Biasing the ψ-angle backbone to trans (180°) in Monte Carlo modelling favors i to i + 3 naphthyl-naphthyl stacking, and matches experimental ensemble distributions. Taken together, high-yield synthesis of heterooligomers and NMR with structure prediction enables rapid determination of sequences that induce secondary structural propensities for predictive design of hydrophilic peptidomimetic foldamers and their future libraries. |
| Databáze: | OpenAIRE |
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