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Syntheses of bifunctional 2,3-diamino propionic acid-based chelators as small and strong tripod ligands for the labelling of biomolecules with (99m)Tc


Liu, Y; Oliveira, B L; Correia, J D G; Santos, I C; Santos, I; Spingler, B; Alberto, R (2010). Syntheses of bifunctional 2,3-diamino propionic acid-based chelators as small and strong tripod ligands for the labelling of biomolecules with (99m)Tc. Organic & Biomolecular Chemistry, 8(12):2829-2839.

Abstract

The labelling of targeting biomolecules requires small and hydrophilic complexes in order to not affect the binding properties of the vectors. 2,3-Diamino propionic acid (dap) is a small and strong, albeit scarcely used, tripod ligand for the fac-Tc-99m(CO)(3)](+) moiety. We have introduced at the alpha-carbon atom in the basic dap structure various second functionalities such as carboxylato, amino and alpha-amino acid groups via various spacers in order to yield bifunctional chelators. These dap derivatives can be coupled to targeting molecules for application in molecular imaging. Full characterizations of the bifunctional chelators, X-ray structures of intermediates and of one rhenium complex, as well as labelling studies with Tc-99m, are presented.

The labelling of targeting biomolecules requires small and hydrophilic complexes in order to not affect the binding properties of the vectors. 2,3-Diamino propionic acid (dap) is a small and strong, albeit scarcely used, tripod ligand for the fac-Tc-99m(CO)(3)](+) moiety. We have introduced at the alpha-carbon atom in the basic dap structure various second functionalities such as carboxylato, amino and alpha-amino acid groups via various spacers in order to yield bifunctional chelators. These dap derivatives can be coupled to targeting molecules for application in molecular imaging. Full characterizations of the bifunctional chelators, X-ray structures of intermediates and of one rhenium complex, as well as labelling studies with Tc-99m, are presented.

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8 citations in Web of Science®
8 citations in Scopus®
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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:2010
Deposited On:23 Feb 2011 17:24
Last Modified:05 Apr 2016 14:48
Publisher:Royal Society of Chemistry
ISSN:1477-0520
Publisher DOI:10.1039/c002796k
PubMed ID:20445942
Other Identification Number:ISI:000278964600020

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