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Issue 3, 2016
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Metallamacrocycle formation through dimerization of metal bioconjugates derived from amino acids and peptides

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Abstract

Metallamacrocycles of 12, 16, and 22 members are obtained by deprotonation of the carboxylic group of the side chain of iminopyridine complexes derived from the amino acid β-alanine, and the peptides Gly–Gly and Gly–Gly–Gly. Instead of the expected intramolecular attack to give tridentate (N,N,O) ligands, the deprotonated carboxylate attacks in an inter-molecular manner to give dimers in which the ligand acts as a bridge bonded in a κ2(N,N′) chelating fashion to one metal and as κ(O) to the other metal. The formation of the dimers is supported by NMR spectroscopy, mass spectrometry and X-ray crystallography.

Graphical abstract: Metallamacrocycle formation through dimerization of metal bioconjugates derived from amino acids and peptides

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Article information


Submitted
31 Mar 2015
Accepted
19 Nov 2015
First published
20 Nov 2015

Dalton Trans., 2016,45, 963-972
Article type
Paper
Author version available

Metallamacrocycle formation through dimerization of metal bioconjugates derived from amino acids and peptides

C. M. Álvarez, R. García-Rodríguez and D. Miguel, Dalton Trans., 2016, 45, 963
DOI: 10.1039/C5DT01256B

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