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Issue 7, 2000
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Association of α-helix peptides that have γ-cyclodextrin and pyrene units in their side chain, and induction of dissociation of the association dimer by external stimulant molecules

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Abstract

α-Helix peptides bearing one unit of γ-cyclodextrin (γ-CD) and one or two units of pyrene in their side chain have been designed and synthesized as a novel system of peptide dimerization. The dimer was formed based on inclusion of two pyrene units in the γ-cyclodextrin cavity, and the dissociation of the peptide dimer was induced by external stimulant molecules (guests). Circular dichroism studies showed that the cyclodextrinpeptide hybrids (CD–peptides) maintain relatively rich α-helix content (61 to 81%), which was not affected by the guest inclusion into the cyclodextrin cavity. Fluorescence studies revealed that these CD–peptides form stable association dimers, which exhibit excimer emission. The intensity of the pyrene excimer emission decreased upon addition of the guest molecules, indicating dissociation of the CD–peptide dimers to the monomer CD–peptides. These CD–peptide hybrids bind structurally similar steroidal compounds with remarkable discrimination. These results demonstrate that this molecule-assembly system, based on host–guest chemistry, could be applicable to the development of molecule-responsive materials or a molecule-sensing system.

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Article information


Submitted
08 Feb 2000
Accepted
20 Apr 2000
First published
02 Jun 2000

J. Chem. Soc., Perkin Trans. 2, 2000, 1527-1533
Article type
Paper

Association of α-helix peptides that have γ-cyclodextrin and pyrene units in their side chain, and induction of dissociation of the association dimer by external stimulant molecules

M. A. Hossain, S. Matsumura, T. Kanai, K. Hamasaki, H. Mihara and A. Ueno, J. Chem. Soc., Perkin Trans. 2, 2000, 1527
DOI: 10.1039/B001090L

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