A Magnetic Resonance Imaging Contrast Agent Capable of Detecting Hydrogen Peroxide

The redox-active ligand N-(2-hydroxy-5-methylbenzyl)-N,N′,N′-tris­(2-pyridinylmethyl)-1,2-ethanediamine (Hptp1) was prepared and complexed to manganese­(II). The isolated [Mn­(Hptp1)­(MeCN)]2+ serves as a magnetic resonance imaging contrast agent, with an r 1 value comparable to those of other monon...

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Published inInorganic chemistry Vol. 51; no. 17; pp. 9153 - 9155
Main Authors Yu, Meng, Beyers, Ronald J, Gorden, John D, Cross, Justin N, Goldsmith, Christian R
Format Journal Article
LanguageEnglish
Published United States American Chemical Society 03.09.2012
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Summary:The redox-active ligand N-(2-hydroxy-5-methylbenzyl)-N,N′,N′-tris­(2-pyridinylmethyl)-1,2-ethanediamine (Hptp1) was prepared and complexed to manganese­(II). The isolated [Mn­(Hptp1)­(MeCN)]2+ serves as a magnetic resonance imaging contrast agent, with an r 1 value comparable to those of other mononuclear gadolinium­(III) and manganese­(II) complexes. The metal and ligand are stable in aerated aqueous solutions, but the addition of H2O2 causes the complex to oxidatively couple to itself through a bimolecular reaction involving the phenol groups of two Hptp1 ligands. The binuclear product is less paramagnetic per manganese­(II) than its mononuclear precursor, lowering the measured r 1 per manganese­(II). The manganese­(II) complex with Hptp1 can thereby serve as a sensor for oxidative stress.
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ISSN:0020-1669
1520-510X
DOI:10.1021/ic3012603