Ln(iii)-complexes of a DOTA analogue with an ethylenediamine pendant arm as pH-responsive PARACEST contrast agents

Dalton Transactions : an International Journal of Inorganic Chemistry
Tereza KrchováJan Kotek

Abstract

A novel macrocyclic DO3A derivative containing a linear diamine pendant arm, H3do3aNN, was prepared and its protonation and complexation properties were studied by means of potentiometry. It determined ligand consecutive protonation constants log K(An) = 12.62, 10.28, 9.67, 8.30, 3.30 and 1.58 and stability constants of selected lanthanide (Eu(iii), Yb(iii)) complexes log K(EuL) = 23.16 and log KYbL = 22.76. The complexes could be protonated on the pendant amino group(s) with log K(HLM) ≈ 5.6 and log K(H2LM) ≈ 4.8. Solution structures of both complexes were studied by NMR spectroscopy. The study revealed that the complex species exist exclusively in the form of twisted-square-antiprismatic (TSA) isomers. The complexes show significant pH dependence of the Chemical Exchange Saturation Transfer (CEST) between their amino groups and the bulk water molecules in the pH range of 5-8. Thus, the pH dependence of the magnetization transfer ratio of CEST signals can be used for pH determination using magnetic resonance imaging techniques in a pH range relevant for in vivo conditions.

References

Apr 12, 2002·Magnetic Resonance in Medicine : Official Journal of the Society of Magnetic Resonance in Medicine·Silvio AimeEnzo Terreno
Oct 22, 2003·Accounts of Chemical Research·Shanrong ZhangA Dean Sherry
Feb 22, 2005·Angewandte Chemie·Silvio AimeEnzo Terreno
May 27, 2006·Chemical Society Reviews·Mark WoodsA Dean Sherry
Aug 3, 2006·Journal of the American Chemical Society·Mark WoodsA Dean Sherry
Jan 18, 2007·Dalton Transactions : an International Journal of Inorganic Chemistry·Michaela FörsterováIvan Lukes
Dec 11, 2007·Journal of the American Chemical Society·S James RatnakarA Dean Sherry
Jun 4, 2008·Dalton Transactions : an International Journal of Inorganic Chemistry·Petr HermannIvan Lukes
Jan 22, 2009·Contrast Media & Molecular Imaging·Carlos F G C Geraldes, Sophie Laurent
Nov 7, 2009·Angewandte Chemie·Subha ViswanathanA Dean Sherry
Apr 20, 2010·Chemical Reviews·Subha ViswanathanA Dean Sherry
Sep 22, 2010·Journal of the American Chemical Society·Yunkou WuA Dean Sherry
Oct 16, 2010·Magnetic Resonance in Medicine : Official Journal of the Society of Magnetic Resonance in Medicine·Dario Livio LongoSilvio Aime
Feb 22, 2011·Magnetic Resonance in Medicine : Official Journal of the Society of Magnetic Resonance in Medicine·Peter C M van Zijl, Nirbhay N Yadav
Apr 26, 2011·Tetrahedron Letters·Bhumasamudram JagadishNatarajan Raghunand
Jun 1, 2011·Dalton Transactions : an International Journal of Inorganic Chemistry·Mark WoodsA Dean Sherry
Aug 16, 2011·Journal of the American Chemical Society·Sarina J DorazioJanet R Morrow
Oct 27, 2011·Magnetic Resonance in Medicine : Official Journal of the Society of Magnetic Resonance in Medicine·Vipul R ShethMark D Pagel
Jul 28, 2012·Magnetic Resonance in Medicine : Official Journal of the Society of Magnetic Resonance in Medicine·Giuseppe FerrautoSilvio Aime
Oct 30, 2012·Journal of the American Chemical Society·Abiola O OlatundeJanet R Morrow
Nov 21, 2012·Magnetic Resonance in Medicine : Official Journal of the Society of Magnetic Resonance in Medicine·Nevin McVicarRobert Bartha
Jan 11, 2013·NMR in Biomedicine·Guanshu LiuMichael T McMahon
Mar 27, 2013·Magnetic Resonance in Medicine : Official Journal of the Society of Magnetic Resonance in Medicine·D Delli CastelliSilvio Aime
Sep 21, 2013·Chemical Communications : Chem Comm·Sarina J DorazioJanet R Morrow
Sep 21, 2013·Dalton Transactions : an International Journal of Inorganic Chemistry·Tereza KrchováPetr Hermann
Nov 21, 2013·Journal of Biological Inorganic Chemistry : JBIC : a Publication of the Society of Biological Inorganic Chemistry·Sarina J DorazioJanet R Morrow
Sep 23, 2014·Journal of the American Chemical Society·Dario L LongoSilvio Aime
Oct 31, 2014·Contrast Media & Molecular Imaging·Dina V HingoraniMark D Pagel

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Citations

Nov 5, 2016·Journal of Biomolecular NMR·Madeleine StricklandNico Tjandra
Sep 30, 2017·Physical Chemistry Chemical Physics : PCCP·Jan BlahutCarlos Platas-Iglesias
Oct 14, 2017·Journal of the American Chemical Society·Agnes E ThorarinsdottirT David Harris
Aug 24, 2018·Inorganic Chemistry·Agnes E ThorarinsdottirT David Harris
Dec 3, 2021·ACS Sensors·Chathuri J KombalaMark D Pagel

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