Journal
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2
Volume -, Issue 9, Pages 1840-1843Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/b100994j
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Light-based microscope imaging techniques using fluorescence sensor molecules suffer from photobleaching and light scattering, but magnetic resonance imaging (MRI) can provide three-dimensional imaging without these problems. Recently, smart MRI contrast agents which modulate the access of water to a chelated gadolinium (Gd3+) ion, in the presence or absence of a specific trigger have been reported. Zinc (Zn2+) is an essential component of many enzymes, transcription factors and synaptic vesicles in excitatory nerve terminals, so imaging of chelatable Zn2+ is of interest. We have designed and synthesized the Gd3+ DTPA bisamide complex 7a as a Zn2+-sensitive MRI contrast agent. Compound 7a shows a dose-dependent change in the R-1 relaxivity in the presence of Zn2+. We investigated this relaxation behavior, and for this purpose we also synthesized the Gd3+ DTPA amide ethyl ester complex 7b. It was shown that binding between 7a and Zn2+ caused a change in the relaxation time. Moreover, 7a had high selectivity for Zn2+ against Ca2+ and Mg2+. Compound 7a may have practical problems for in vivo usage, since the R-1 relaxivity is reduced with increased Zn2+ concentration. However, this report demonstrates new approaches to the design and synthesis of Gd3+ complexes with R-1 values that change with variation in Zn2+ concentration.
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