Issue 6, 2011
From the journal:

Dalton Transactions

Synthesis and cytotoxicity of a bimetallic ruthenocene dicobalt-hexacarbonyl alkyne peptide bioconjugate

Annika Gross,a   Merja Neukamma  and  Nils Metzler-Nolte*a  

* Corresponding authors

a Lehrstuhl für Anorganische Chemie I – Bioanorganische Chemie, Fakultät für Chemie und Biochemie, Ruhr-Universität Bochum, Universitätsstrasse 150, Bochum, Germany
E-mail: Nils.Metzler-Nolte@ruhr-uni-bochum.de
Fax: +49 (0)234 32 14378
Tel: +49 (0)234 32 28152

Abstract

Organometallic conjugates of receptor-targeting peptides are proposed as interesting candidates for novel cancer therapies since they are capable of targeting a specific kind of cell. Here, we have synthesised a dicobalt hexacarbonyl alkyne compound linked to the neurotensin peptide hormone. In order to circumvent synthetic difficulties encountered when adding a cobalt carbonyl moiety onto the hydrophilic alkyne peptide, and to enhance the cellular uptake we functionalised the alkyne neurotensin(8–13) fragment (NT) first N-terminally by ruthenocene carboxylic acid to form the metallocene-alkyne-NT conjugate 3, before adding Co2(CO)8 to a propargyl glycine residue to form the Co-alkyne derivative 4. Compound 4 represents the first heterobimetallic organometallic peptide conjugate reported to date. It shows moderate cytotoxicity against HeLa, PT45 and HepG2 cell lines.

Graphical abstract: Synthesis and cytotoxicity of a bimetallic ruthenocene dicobalt-hexacarbonyl alkyne peptide bioconjugate

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Article information

DOI
https://doi.org/10.1039/C0DT01113D
Article type
Paper
Submitted
26 Aug 2010
Accepted
04 Nov 2010
First published
23 Dec 2010

Dalton Trans., 2011,40, 1382-1386

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Synthesis and cytotoxicity of a bimetallic ruthenocene dicobalt-hexacarbonyl alkyne peptide bioconjugate

A. Gross, M. Neukamm and N. Metzler-Nolte, Dalton Trans., 2011, 40, 1382 DOI: 10.1039/C0DT01113D

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