Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 17, Issue 37, Pages 10372-10378Publisher
WILEY-BLACKWELL
DOI: 10.1002/chem.201101007
Keywords
conformational control; coordination modes; lanthanides; PARACEST agents; water exchange
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Funding
- National Institutes of Health [EB-11687, RR-02584, CA-115531]
- ONAMI [N00014-11-1-0193]
- M. J. Murdock Charitable Trust
- Robert A Welch Foundation [AT-584]
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LnDOTA-tetraamide chelates (DOTA=1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid) have received considerable recent attention as a result of their potential to act as PARACEST contrast agents for magnetic resonance imaging (MRI). Although PARACEST agents afford several advantages over conventional contrast agents they suffer from substantially higher detection limits; thus, improving the effectiveness of LnDOTA-tetraamide chelates is an important goal. In this study we investigate the potential to extend conformational control of LnDOTA-type ligands to those applicable to PARACEST. Furthermore, the question of whether delta- rather than alpha-substitution of the pendant arms could be used to control the chelate coordination geometry is addressed. Although delta-substitution does influence coordination geometry it does not afford control. However, it can play an important role in governing the conformation of the amide substituent relative to the chelate in such as way that suggests a PARACEST agent could be designed that has detection limits at least as low as a conventional MRI contrast agent.
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