Solid-Phase Synthesis and Circular Dichroism Study of -ABpeptoids
SCIE
SCOPUS
- Title
- Solid-Phase Synthesis and Circular Dichroism Study of -ABpeptoids
- Authors
- Sable, Ganesh A.; Lee, Kang Ju; Lim, Hyun-Suk
- Date Issued
- 2019-01
- Publisher
- MDPI
- Abstract
- The development of peptidomimetic foldamers that can form well-defined folded structures is highly desirable yet challenging. We previously reported on -ABpeptoids, oligomers of N-alkylated (2)-homoalanines and found that due to the presence of chiral methyl groups at -positions, -ABpeptoids were shown to adopt folding conformations. Here, we report -ABpeptoids having chiral methyl group at -positions rather than -positions as a different class of peptoids with backbone chirality. We developed a facile solid-phase synthetic route that enables the synthesis of -ABpeptoid oligomers ranging from 2-mer to 8-mer in excellent yields. These oligomers were shown to adopt ordered folding conformations based on circular dichroism (CD) and NMR studies. Overall, these results suggest that -ABpeptoids represent a novel class of peptidomimetic foldamers that will find a wide range of applications in biomedical and material sciences.
- URI
- https://oasis.postech.ac.kr/handle/2014.oak/101238
- DOI
- 10.3390/molecules24010178
- ISSN
- 1420-3049
- Article Type
- Article
- Citation
- MOLECULES, vol. 24, no. 1, 2019-01
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