Complexes of selected late period lanthanide(III) cations with 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid amide (DOTAM)-alkyl ligands — A new platform for the development of paramagnetic chemical exchange saturation transfer (PARACEST) magnetic resonance imaging (MRI) contrast agents
A series of 18 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid amide (DOTAM)-alkyl derived complexes with selected late lanthanide(III) cations (Dy 3+ , Tb 3+ , and Tm 3+ ) has been synthesized; their magnetic properties have been evaluated and compared to those derived from DOTAM. Peralkyl...
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| Published in | Canadian journal of chemistry Vol. 91; no. 3; pp. 211 - 219 |
|---|---|
| Main Authors | , , , , |
| Format | Journal Article |
| Language | English |
| Published |
OTTAWA
NRC Research Press
01.03.2013
CANADIAN SCIENCE PUBLISHING, NRC RESEARCH PRESS Canadian Science Publishing NRC Research Press |
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| Abstract | A series of 18 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid amide (DOTAM)-alkyl derived complexes with selected late lanthanide(III) cations (Dy
3+
, Tb
3+
, and Tm
3+
) has been synthesized; their magnetic properties have been evaluated and compared to those derived from DOTAM. Peralkylation of cyclen with corresponding N-iodoacetyl amines was utilized as the key step in the synthesis. Chemical exchange saturation transfer (CEST) spectra of the complexes have been acquired at 37 °C, revealing that Tm
3+
-derived DOTAM-alkyl complexes possess the most favorable properties as potential paramagnetic chemical exchange saturation transfer (PARACEST) magnetic resonance imaging (MRI) contrast agents. |
|---|---|
| AbstractList | A series of 18 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid amide (DOTAM)-alkyl derived complexes with selected late lanthanide(III) cations (Dy..., Tb..., and Tm...) has been synthesized; their magnetic properties have been evaluated and compared to those derived from DOTAM. Peralkylation of cyclen with corresponding N-iodoacetyl amines was utilized as the key step in the synthesis. Chemical exchange saturation transfer (CEST) spectra of the complexes have been acquired at 37 ...C, revealing that Tm...-derived DOTAM-alkyl complexes possess the most favorable properties as potential paramagnetic chemical exchange saturation transfer (PARACEST) magnetic resonance imaging (MRI) contrast agents. (ProQuest: ... denotes formulae/symbols omitted.) A series of 18 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid amide (DOTAM)-alkyl derived complexes with selected late lanthanide(III) cations (Dy3+, Tb3+, and Tm3+) has been synthesized; their magnetic properties have been evaluated and compared to those derived from DOTAM. Peralkylation of cyclen with corresponding N-iodoacetyl amines was utilized as the key step in the synthesis. Chemical exchange saturation transfer (CEST) spectra of the complexes have been acquired at 37 degrees C, revealing that Tm3+-derived DOTAM-alkyl complexes possess the most favorable properties as potential paramagnetic chemical exchange saturation transfer (PARACEST) magnetic resonance imaging (MRI) contrast agents. A series of 18 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid amide (DOTAM)-alkyl derived complexes with selected late lanthanide(III) cations (Dy 3+ , Tb 3+ , and Tm 3+ ) has been synthesized; their magnetic properties have been evaluated and compared to those derived from DOTAM. Peralkylation of cyclen with corresponding N-iodoacetyl amines was utilized as the key step in the synthesis. Chemical exchange saturation transfer (CEST) spectra of the complexes have been acquired at 37 °C, revealing that Tm 3+ -derived DOTAM-alkyl complexes possess the most favorable properties as potential paramagnetic chemical exchange saturation transfer (PARACEST) magnetic resonance imaging (MRI) contrast agents. A series of 18 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid amide (DOTAM)-alkyl derived complexes with selected late lanthanide(III) cations (Dy3+, Tb3+, and Tm3+) has been synthesized; their magnetic properties have been evaluated and compared to those derived from DOTAM. Peralkylation of cyclen with corresponding N-iodoacetyl amines was utilized as the key step in the synthesis. Chemical exchange saturation transfer (CEST) spectra of the complexes have been acquired at 37 °C, revealing that Tm3+-derived DOTAM-alkyl complexes possess the most favorable properties as potential paramagnetic chemical exchange saturation transfer (PARACEST) magnetic resonance imaging (MRI) contrast agents. |
| Abstract_FL | On a réalisé la synthèse de dix-huit complexes obtenus à partir de N-alkyl-amides dérivés de l'acide (1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacétique) (DOTA) par réaction avec des cations choisis de lanthanides(III) (Dy
3+
, Tb
3+
et Tm
3+
); on a évalué leurs propriétés magnétiques et on les a comparés avec celles des produits obtenus à partir de l'amide de base, DOTAM. On a fait appel à une peralkylation du cyclène avec les amines N-iodoacétylées correspondantes comme étape clé de ces synthèses. Les spectres de transfert de saturation de l'échange chimique (TSEC) des complexes ont été mesurés à 37°C et ils mettent en évidence que les complexes du Tm
3+
dérivés de DOTAM alkylés possèdent les propriétés les plus favorables pour agir comme agents potentiels de contraste en imagerie de résonance magnétique par transfert de saturation de l'échange chimique paramagnétique (TSEC). [Traduit par la Rédaction] |
| Author | Milne, Mark Elmehriki, Adam A. H. Hudson, Robert H. E. Suchy, Mojmir Bartha, Robert |
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| CitedBy_id | crossref_primary_10_1139_cjc_2014_0314 crossref_primary_10_1039_c3ra23260c crossref_primary_10_1039_C3RA43537G crossref_primary_10_1016_j_tetlet_2014_12_087 crossref_primary_10_1039_C6RA11741D crossref_primary_10_1021_acs_jmedchem_5b00621 crossref_primary_10_1016_j_poly_2015_12_035 |
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| Keywords | magnetic resonance imaging PROTON-EXCHANGE RELAXATION IONS PHE cyclen CEST AGENT DOTA-TETRAAMIDE COMPLEXES IN-VIVO thulium paramagnetic PROTEINS chemical exchange saturation transfer (CEST) DERIVATIVES chemical exchange WATER |
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| Snippet | A series of 18 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid amide (DOTAM)-alkyl derived complexes with selected late lanthanide(III) cations (Dy
3+... A series of 18 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid amide (DOTAM)-alkyl derived complexes with selected late lanthanide(III) cations (Dy3+,... A series of 18 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid amide (DOTAM)-alkyl derived complexes with selected late lanthanide(III) cations... |
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| SubjectTerms | Amides Amines Cations Chemical compounds chemical exchange chemical exchange saturation transfer (CEST) Chemical synthesis Chemistry Chemistry, Multidisciplinary Comparative analysis Contrast agents cyclen cyclène Dysprosium Exchanging imagerie de résonance magnétique Lanthanides Ligands Magnetic properties Magnetic resonance imaging NMR Nuclear magnetic resonance paramagnetic paramagnétique Physical Sciences Saturation Science & Technology Temperature effects Thulium transfert de saturation de l'échange chimique (TSEC) échange chimique |
| Title | Complexes of selected late period lanthanide(III) cations with 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid amide (DOTAM)-alkyl ligands — A new platform for the development of paramagnetic chemical exchange saturation transfer (PARACEST) magnetic resonance imaging (MRI) contrast agents |
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