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 mononuclear gadolinium(III) and manganese(II) complexes. The metal and ligand are stable in aerated aqueous solutions, but the addition of H(2)O(2) 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.
Department of Chemistry and Biochemistry, Auburn University, Auburn, Alabama 36849, United States.
Meng
M
Yu
Ronald J
RJ
Beyers
John D
JD
Gorden
Justin N
JN
Cross
Christian R
CR
Goldsmith
D003287:Contrast Media / Q000737:chemistry*; D006861:Hydrogen Peroxide / Q000032:analysis* / Q000737:chemistry*; D008279:Magnetic Resonance Imaging; D009942:Organometallic Compounds / Q000737:chemistry*; D018384:Oxidative Stress
D003287:Contrast Media; D009942:Organometallic Compounds; D006861:Hydrogen Peroxide