Abstract
The automated parallel solid-phase synthesis of a 17-member library of metallothionein-mimic decapeptides carrying a Lariat ether group is described. The peptides were synthesized in good yield and the identity and quality of each product were performed by mass spectrometry and IR. Subsequently, in the presence of europium(III) ions as fluorescent reporter, each compound was screened, both attached to the resin and cleaved off, for their sensing behavior towards metal ions (Cd2+, Hg2+, Cu2+, Mg2+ and Ca2+) using fluorimetric techniques. Several of these Cys-enriched synthetic peptides showed surprisingly low detection limits for Cd2+ and Hg2+. The analytical potential of these metallothioneinmimic decapeptides as metal ion recognition materials for sensor development is outlined. Finally, the sensing response mechanism, based on an energy transfer process and a metal ion allosteric interaction, is proposed.
Keywords: solid phase synthesis, Metallothionein-mimic decapeptides, europium fluorescence, heavy metal ions sensing
Combinatorial Chemistry & High Throughput Screening
Title: Synthesis of Metallothionein-Mimic Decapeptides with Heavy Atom Signaling Properties
Volume: 9 Issue: 7
Author(s): Marta E. Diaz-Garcia, Ignacio A. Rivero and Tania Gonzalez
Affiliation:
Keywords: solid phase synthesis, Metallothionein-mimic decapeptides, europium fluorescence, heavy metal ions sensing
Abstract: The automated parallel solid-phase synthesis of a 17-member library of metallothionein-mimic decapeptides carrying a Lariat ether group is described. The peptides were synthesized in good yield and the identity and quality of each product were performed by mass spectrometry and IR. Subsequently, in the presence of europium(III) ions as fluorescent reporter, each compound was screened, both attached to the resin and cleaved off, for their sensing behavior towards metal ions (Cd2+, Hg2+, Cu2+, Mg2+ and Ca2+) using fluorimetric techniques. Several of these Cys-enriched synthetic peptides showed surprisingly low detection limits for Cd2+ and Hg2+. The analytical potential of these metallothioneinmimic decapeptides as metal ion recognition materials for sensor development is outlined. Finally, the sensing response mechanism, based on an energy transfer process and a metal ion allosteric interaction, is proposed.
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Cite this article as:
Diaz-Garcia E. Marta, Rivero A. Ignacio and Gonzalez Tania, Synthesis of Metallothionein-Mimic Decapeptides with Heavy Atom Signaling Properties, Combinatorial Chemistry & High Throughput Screening 2006; 9 (7) . https://dx.doi.org/10.2174/138620706777935315
DOI https://dx.doi.org/10.2174/138620706777935315 |
Print ISSN 1386-2073 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5402 |
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