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Issue 1, 2012
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Luminescent lanthanide-binding peptides: sensitising the excited states of Eu(iii) and Tb(iii) with a 1,8-naphthalimide-based antenna

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Abstract

The investigation into the luminescence properties of a lanthanide-binding peptide, derived from the Ca-binding loop of the parvalbumin, and modified by incorporating a 1,8-naphthalimide (Naph) chromophore at the N-terminus is described. Here, the Naph is used as a sensitising antenna, which can be excited at lower energy than classical aromatic amino acids, such as tryptophan (the dodecapeptide of which was also synthesised and studied herein). The syntheses of the Naph antenna, its solid phase incorporation into the dodecapeptide, and the NMR investigation into the formation of the corresponding lanthanide complexes in solution is presented. We also show that this Naph antenna can be successfully employed to sensitize the excited states of both europium and terbium ions, the results of which was used to determined the stability constants of their formation complexes, and we demonstrated that our peptide ‘loop’ can selectively bind these lanthanide ions over Ca(II).

Graphical abstract: Luminescent lanthanide-binding peptides: sensitising the excited states of Eu(iii) and Tb(iii) with a 1,8-naphthalimide-based antenna

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Article information


Submitted
02 Aug 2011
Accepted
13 Sep 2011
First published
31 Oct 2011

Org. Biomol. Chem., 2012,10, 126-133
Article type
Paper

Luminescent lanthanide-binding peptides: sensitising the excited states of Eu(III) and Tb(III) with a 1,8-naphthalimide-based antenna

C. S. Bonnet, M. Devocelle and T. Gunnlaugsson, Org. Biomol. Chem., 2012, 10, 126
DOI: 10.1039/C1OB06567J

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