Synthesis of a bifunctional monophosphinic acid DOTA analogue ligand and its lanthanide(III) complexes. A gadolinium(III) complex endowed with an optimal water exchange rate for MRI applications
Language English Country England, Great Britain Media print-electronic
Document type Journal Article, Research Support, Non-U.S. Gov't
PubMed
15602605
DOI
10.1039/b410103k
Knihovny.cz E-resources
- MeSH
- Gadolinium chemistry MeSH
- Heterocyclic Compounds, 1-Ring chemistry MeSH
- Oxygen Isotopes MeSH
- Phosphinic Acids chemical synthesis chemistry MeSH
- Lanthanoid Series Elements chemistry MeSH
- Ligands MeSH
- Magnetic Resonance Spectroscopy methods standards MeSH
- Magnetic Resonance Imaging * MeSH
- Molecular Structure MeSH
- Organometallic Compounds chemical synthesis chemistry MeSH
- Protons MeSH
- Reference Standards MeSH
- Temperature MeSH
- Water chemistry MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- 1,4,7,10-tetraazacyclododecane- 1,4,7,10-tetraacetic acid MeSH Browser
- Gadolinium MeSH
- Heterocyclic Compounds, 1-Ring MeSH
- Oxygen Isotopes MeSH
- Phosphinic Acids MeSH
- Lanthanoid Series Elements MeSH
- Ligands MeSH
- Organometallic Compounds MeSH
- Protons MeSH
- Water MeSH
A new bifunctional octa-coordinating ligand containing an aminobenzyl moiety, DO3APABn (H4DO3APABn = 1,4,7,10-tetraazacyclododecane-4,7,10-triacetic-1-{methyl[(4-aminophenyl)methyl]phosphinic acid}), has been synthesized. Its lanthanide(III) complexes contain one water molecule in the first coordination sphere. The high-resolution 1H and 31P spectra of [Eu(H2O) (DO3APABn)]- show that the twisted square-antiprismatic form of the complexes is more abundant in respect to the corresponding Eu(III)-DOTA complex. The 1H NMRD and variable-temperature 17O relaxation measurements of [Gd(H2O)(DO3APABn)]- show that the water residence time is short (298tauM = 16 ns) and falls into the optimal range predicted by theory for the attainment of high relaxivities once this complex would be endowed by a slow tumbling rate. The relaxivity (298r1 = 6.7 mM(-1) s(-1) at 10 MHz) is higher than expected as a consequence of a significant contribution from the second hydration sphere. These results prompt the use of [Gd(H2O)(DO3APABn)]- as a building block for the set-up of highly efficient macromolecular MRI contrast agents.
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