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CuII-selective bispidine–dye conjugates


Brox, Dominik; Comba, Peter; Herten, Dirk-Peter; Kimmle, Esther; Morgen, Michael; Rühl, Carmen L; Rybina, Arina; Stephan, Holger; Storch, Golo; Wadepohl, Hubert (2015). CuII-selective bispidine–dye conjugates. Journal of Inorganic Biochemistry, 148:78-83.

Abstract

The substitution of tetradentate bispidine ligands with rhodamine and cyanine dye molecules, coupled to an amine donor, forming an amide as potential fifth donor, is described. Bispidines are known to lead to very stable CuII complexes, and the coordination to CuII was expected to efficiently quench the fluorescence of dye molecules. However, at physiological pH the amide is not coordinated, as shown by titration experiments and crystallo- graphic structural data of three possible isomers of these complexes. This may be due to the specific cavity shape of bispidines and the Jahn–Teller lability of the CuII center. While CuII coordination in aqueous solution leads to efficient fluorescence quenching, experiments show that the complex stabilities are not large enough for CuII sensing in biological media, and possibilities are discussed, how this may be achieved by optimized bispidine–dye conjugates.

Abstract

The substitution of tetradentate bispidine ligands with rhodamine and cyanine dye molecules, coupled to an amine donor, forming an amide as potential fifth donor, is described. Bispidines are known to lead to very stable CuII complexes, and the coordination to CuII was expected to efficiently quench the fluorescence of dye molecules. However, at physiological pH the amide is not coordinated, as shown by titration experiments and crystallo- graphic structural data of three possible isomers of these complexes. This may be due to the specific cavity shape of bispidines and the Jahn–Teller lability of the CuII center. While CuII coordination in aqueous solution leads to efficient fluorescence quenching, experiments show that the complex stabilities are not large enough for CuII sensing in biological media, and possibilities are discussed, how this may be achieved by optimized bispidine–dye conjugates.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Institute of Molecular Life Sciences
Dewey Decimal Classification:570 Life sciences; biology
Language:English
Date:2015
Deposited On:09 Jul 2015 12:11
Last Modified:05 Apr 2016 19:17
Publisher:Elsevier
ISSN:0162-0134
Publisher DOI:https://doi.org/10.1016/j.jinorgbio.2015.05.009
PubMed ID:26048430

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