Quick Search:

uzh logo
Browse by:

Zurich Open Repository and Archive 

Mindt, T L; Schweinsberg, C; Brans, L; Hagenbach, A; Abram, U; Tourwé, D; Garcia-Garayoa, E; Schibli, R (2009). A click approach to structurally diverse conjugates containing a central di-1,2,3-triazole metal chelate. ChemMedChem, 4(4):529-539.

Full text not available from this repository.


The selective and efficient synthesis of novel tridentate metal chelating systems containing two 1,4-disubstituted 1,2,3-triazole heterocycles obtained via the copper(I)-catalyzed cycloaddition of alkynes and azides (click reaction) is described. The constructs are shown to be efficient ligand systems for the chelation of fac-[M(CO)(3)(H(2)O)(3)](+) (M=(99m)Tc, Re) yielding well- defined and stable complexes. The organometallic (99m)Tc conjugates are suitable for application as diagnostic radiotracers for single photon emission computed tomography (SPECT) as demonstrated in vivo with a fragment of the tumor-targeting bombesin peptide functionalized with a di-1,2,3-triazole chelator and radiolabeled with [(99m)Tc(CO)(3)](+). Starting from readily available dialkyne precursors, the central chelating systems are formed as the conjugates are assembled by click reaction with azide-functionalized entities. Depending on the nature of the azide substrates employed (e.g. lipophilic or hydrophilic residues) pharmacologically relevant characteristics of the final metal conjugate such as hydrophilicity or overall charge can be readily modulated. The procedures described also enable the facile introduction of other probes into the metal conjugate, providing access to potential multimodal imaging agents.

Item Type:Journal Article, refereed, original work
Communities & Collections:04 Faculty of Medicine > Psychiatric University Hospital Zurich > Division of Psychiatric Research and Clinic for Psychogeriatric Medicine
DDC:610 Medicine & health
Deposited On:11 Jan 2010 11:58
Last Modified:27 Nov 2013 21:57
Additional Information:The definitive version is available at www.blackwell-synergy.com
Publisher DOI:10.1002/cmdc.200800418
PubMed ID:19235821
Citations:Web of Science®. Times Cited: 41
Google Scholar™
Scopus®. Citation Count: 43

Users (please log in): suggest update or correction for this item

Repository Staff Only: item control page