Peptide-based short single β-strand mimics without hydrogen bonding or aggregation

Generation of short peptides with a single β-strand structure in solution is difficult. Herein, we design a new class of single β-strand peptidic mimics that are stable without self-aggregation in protic and non-protic solvents. Introduction of one present β-strand mimic can induce and propagate the...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2020-02, Vol.56 (1), p.1573-1576
Hauptverfasser: Zhai, Luhan, Otani, Yuko, Hori, Yukiko, Tomita, Taisuke, Ohwada, Tomohiko
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Sprache:eng
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Zusammenfassung:Generation of short peptides with a single β-strand structure in solution is difficult. Herein, we design a new class of single β-strand peptidic mimics that are stable without self-aggregation in protic and non-protic solvents. Introduction of one present β-strand mimic can induce and propagate the β-strand structure for at least a penta-peptide sequence. Both ( R - and S -) enantiomers of the bridgehead-substituted β-proline analogue ( i.e. , 7-azabicyclo[2.2.1]heptane-2-carboxylic acid or Abh amino acid ( Abh-AA )) can work as a new scaffold for single β-strand enforcement and propagation.
ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc08378b