Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 15, Pages 5898-5908Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201405413
Keywords
disulfides; combinatorial chemistry; gramicidin A; peptides; beta-helix
Categories
Funding
- DAAD
- European Commission [236386]
- ENDOCYTE RTN
- Thuringer Ministerium fur Bildung, Wissenschaft und Kultur [43-5572-321-12040-12]
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D-/L-Peptides such as gramicidinA (gA) adopt unique dimeric beta-helical structures of different topologies. To overcome their conformational promiscuity and enrich individual components, a dynamic combinatorial approach assisted by thiol tags was developed. This method led to identification of the preferential formation of antiparallel dimers under a broad range of conditions, which was independent of peptide side-chain polarity. Exclusive formation of an antiparallel cyclic dimer was achieved in the presence of cesium ions.
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