Gadolinium(III) 1,2-hydroxypyridonate-based complexes: toward MRI contrast agents of high relaxivity

Inorganic Chemistry
Jide XuKenneth N Raymond

Abstract

Prospective gadolinium(III) MRI contrast agent precursors [Gd-TREN-1,2-HOPO] (1) [TREN-1,2-HOPO = tris[(1-hydroxy-2-oxo-1,2-dihydropyridine-6-carboxamido)ethyl]amine] and [Gd-TREN-bis(Me-3,2-HOPO)-1,2-HOPO] (2) have been synthesized and characterized by relaxometric measurements. The water proton relaxivity values of 1 and 2 (20 MHz and 25 degrees C) are 9.5 and 9.3 mM(-)(1)s(-)(1), respectively, suggesting the presence of two coordinated water molecules. The molecular structure of [1.DMF](2) was obtained and reveals a similar eight-coordinate geometry to [Gd-TREN-Me-3,2-HOPO.2H(2)O] ([3.2H(2)O]). A shape analysis of the coordination polyhedron of 1 reveals that this geometry is best described as a bicapped trigonal prism, poised to accommodate an additional donor atom to give a tricapped trigonal prismatic intermediate. This geometry supports the model that formation of a tris-aquo intermediate for 1 enables fast and associative water exchange.

References

Apr 15, 2003·Inorganic Chemistry·Brendon O'SullivanKenneth N Raymond

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Citations

May 26, 2012·Analytical Chemistry·Lisa M ManusThomas J Meade
Jun 10, 2009·Accounts of Chemical Research·Ankona Datta, Kenneth N Raymond
Feb 7, 2007·Inorganic Chemistry·Michael SeitzKenneth N Raymond
Jun 15, 2007·Inorganic Chemistry·Evan G MooreKenneth N Raymond
May 15, 2007·Inorganic Chemistry·Christoph J JocherKenneth N Raymond
Jun 17, 2008·Inorganic Chemistry·Anthony D'AléoKenneth N Raymond
Apr 20, 2006·Journal of the American Chemical Society·Valérie C PierreKenneth N Raymond
Aug 2, 2011·Journal of the American Chemical Society·Praveena D GarimellaMatthew B Francis
Dec 5, 2008·Journal of the American Chemical Society·Trisha M HoetteKenneth N Raymond
May 27, 2006·Chemical Society Reviews·Katherine H ThompsonChris Orvig
Mar 21, 2007·Magnetic Resonance Imaging·Zhongfeng LiHao Lei
Oct 20, 2009·Contrast Media & Molecular Imaging·Eric J WernerKenneth N Raymond
Jan 22, 2013·Current Opinion in Chemical Biology·A Dean Sherry, Yunkou Wu
May 8, 2018·Dalton Transactions : an International Journal of Inorganic Chemistry·Weiqiao QianAiguo Hu
Jun 4, 2008·Dalton Transactions : an International Journal of Inorganic Chemistry·Petr HermannIvan Lukes
Mar 4, 2008·Inorganic Chemistry·Evan G MooreKenneth N Raymond
Jun 25, 2021·Chemical Science·Samantha E Bodman, Stephen J Butler
Jul 8, 2015·Inorganic Chemistry·Anthony D'AléoKenneth N Raymond

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