Stable Helical Secondary Structure in Short-Chain N,N′-Linked Oligoureas Bearing Proteinogenic Side Chains

Closely related to the (P)2.614 helix of γ‐peptides: Heptamer 1 bearing side chains of Ala, Val, and Tyr adopts a stable 2.5‐helical secondary structure in solution that is characterized by a pitch of approximately 5.1 Å and by the simultaneous presence of 12‐ and 14‐membered hydrogen‐bonded rings....

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Veröffentlicht in:Angewandte Chemie International Edition 2002-06, Vol.41 (11), p.1893-1895
Hauptverfasser: Semetey, Vincent, Rognan, Didier, Hemmerlin, Christine, Graff, Roland, Briand, Jean-Paul, Marraud, Michel, Guichard, Gilles
Format: Artikel
Sprache:eng
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Zusammenfassung:Closely related to the (P)2.614 helix of γ‐peptides: Heptamer 1 bearing side chains of Ala, Val, and Tyr adopts a stable 2.5‐helical secondary structure in solution that is characterized by a pitch of approximately 5.1 Å and by the simultaneous presence of 12‐ and 14‐membered hydrogen‐bonded rings. Thus N,N′‐linked oligoureas belong to the growing family of non‐natural non‐peptide oligomers with defined and predictable secondary structure.
ISSN:1433-7851
1521-3773
DOI:10.1002/1521-3773(20020603)41:11<1893::AID-ANIE1893>3.0.CO;2-F