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Issue 30, 2012
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Dipicolylamine as a unique structural switching element for helical peptides

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Abstract

Developing novel methods for metal-induced switching of peptide structures expands the design principles of functional biomolecules and biomaterials. Here, a simple method for on-resin synthesis of dipicolylamine (Dpa)-containing peptides was developed. Whereas addition of divalent metal ions such as Fe(II) and Cu(II) to a peptide bearing a pair of Dpa moieties at the i and i + 4 positions led to the formation of a 1 : 1 complex of Dpa with metals, addition of Ni(II) yielded a cross-linked structure of Dpa–metal (2 : 1). This feature was utilized for the selective detection of Ni(II) using the peptide–Fe(II) complex. Repeated switching of the helical structure was also achieved by multiple additions of divalent metal ions to the peptide.

Graphical abstract: Dipicolylamine as a unique structural switching element for helical peptides

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Publication details

The article was received on 17 Dec 2011, accepted on 24 Apr 2012 and first published on 25 Apr 2012


Article type: Paper
DOI: 10.1039/C2OB07118E
Citation: Org. Biomol. Chem., 2012,10, 6062-6068
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    Dipicolylamine as a unique structural switching element for helical peptides

    Y. Azuma, H. Imai, T. Yoshimura, T. Kawabata, M. Imanishi and S. Futaki, Org. Biomol. Chem., 2012, 10, 6062
    DOI: 10.1039/C2OB07118E

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