Jump to main content
Jump to site search

Issue 31, 2018
Previous Article Next Article

Influence of amino acid sequence in a peptidic Cu+-responsive luminescent probe inspired by the copper chaperone CusF

Author affiliations

Abstract

Copper(I) is a soft metal ion that plays an essential role in living organisms and Cu+-responsive probes are required to detect Cu+ ions in physiological conditions and understand its homeostasis as well as the diseases associated with its misregulation. In this article, we describe a series of cyclic peptides, which are structurally related to the copper chaperone CusF, and that behave as Cu+-repsonsive probes. These peptide probes comprise the 16-amino acid loop of CusF cyclized by a β-turn inducer dipeptide and functionalized by a Tb3+ complex for its luminescence properties. The mechanism of luminescence enhancement relies on the modulation of the antenna effect between a tryptophan residue and the Tb3+ ion within the probe when Cu+ forms a cation–π interaction with the tryptophan. Here, we investigate the influence of the amino acid sequence of these cyclic peptides on the copper-induced modulation of Tb3+ emission and show that the rigid β-turn inducer Aib-D-Pro and insertion of the Tb3+ complex close to its tryptophan antenna are required to obtain turn-on Cu+ responsive probes. We also show that the amino acid sequence, especially the number and position of proline residues has a significant impact on metal-induced luminescence enhancement and metal-binding constant of the probes.

Graphical abstract: Influence of amino acid sequence in a peptidic Cu+-responsive luminescent probe inspired by the copper chaperone CusF

Back to tab navigation

Supplementary files

Publication details

The article was received on 04 May 2018, accepted on 13 Jul 2018 and first published on 20 Jul 2018


Article type: Paper
DOI: 10.1039/C8OB01044G
Citation: Org. Biomol. Chem., 2018,16, 5626-5634
  •   Request permissions

    Influence of amino acid sequence in a peptidic Cu+-responsive luminescent probe inspired by the copper chaperone CusF

    A. Roux, M. Isaac, V. Chabert, S. A. Denisov, N. D. McClenaghan and O. Sénèque, Org. Biomol. Chem., 2018, 16, 5626
    DOI: 10.1039/C8OB01044G

Search articles by author

Spotlight

Advertisements