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Synthesis and Structural Analysis of 1,4,7,10‐Tetraazacyclododecane‐1,4,7,10‐tetraazidoethylacetic Acid (DOTAZA) Complexes
Author(s) -
Kriemen Ella,
Holzapfel Malte,
Ruf Erik,
Rehbein Julia,
Maison Wolfgang
Publication year - 2015
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201500789
Subject(s) - dota , chemistry , azide , chelation , metal ions in aqueous solution , click chemistry , nuclear magnetic resonance spectroscopy , metal , positron emission tomography , luminescence , gadolinium , combinatorial chemistry , crystallography , stereochemistry , inorganic chemistry , organic chemistry , nuclear medicine , medicine , physics , optoelectronics
Herein, we present the synthesis and structural analysis of metal complexes of enantiomerically pure 1,4,7,10‐tetraazacyclododecane‐1,4,7,10‐tetraazidoethylacetic acid (DOTAZA). DOTAZA is a new tunable analog of DOTA, a clinically approved chelator for various pharmaceutically relevant metal ions. In this work, we investigate the complexation chemistry of DOTAZA and report the crystal structures of a number of complexes with pharmaceutically relevant metal ions such as Gd 3+ [magnetic resonance imaging (MRI)], Eu 3+ (luminescence spectroscopy), Y 3+ [positron emission tomography (PET)], In 3+ [single‐photon‐emission computed tomography (SPECT)], and Na + . These structures provide useful information for imaging applications and demonstrate the potential of DOTAZA to form stable complexes. Owing to its clickable azide functionalities, it may be used for the development of tailored imaging reagents that retain the positive complexation chemistry of the parent compound DOTA.