About: Gadolinium complexes of monophosphinic acid DOTA derivatives conjugated to cyclodextrin scaffolds: efficient MRI contrast agents for higher magnetic fields     Goto   Sponge   NotDistinct   Permalink

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Description
  • Middle-molecular-weight MRI contrast agents based on conjugates of a phosphinic acid DOTA analogue, 1,4,7,10-tetraazacyclododecane-4,7,10-triacetic-1-{methyl[(4-aminophenyl ) methyl] phosphinic acid} (DO3AP(ABn)), with amino-substituted cyclodextrins were prepared and studied by a variety of physicochemical methods. The conjugates were formed by reaction of the corresponding isothiocyanate with per-6-amino-alpha/beta-cyclodextrin and were complexed with the Ln(III) ion to get the final complexes, (LnL)(6)-alpha-CD and (LnL)(7)-beta-CD. Solution structure of the complexes was estimated by investigation of the Eu-III complexes. The Gd-III conjugate complexes are endowed with a short water residence time (tau(M) similar to 10-15 ns at 298 K) and a high abundance of the twisted-square antiprismatic diastereoisomer. They show a high H-1 relaxivity at high fields due to a convenient combination of the fast water exchange rate and the slow rate of the molecular tumbling given by their macromolecular nature. The 1H relaxation enhancements per molecule of a contrast agent (CA) are very high reaching for a larger (GdL)(7)-beta-CD conjugate similar to 140 s(-1) mM(-1) and similar to 100 s(-1) mM(-1) at 25 degrees C and magnetic fields 1.5 T and 3 T, respectively, which is the highest reported longitudinal relaxivity for kinetically stable contrast agents of an intermediate molecular mass (<10 kDa) with one water molecule in the first coordination sphere.
  • Middle-molecular-weight MRI contrast agents based on conjugates of a phosphinic acid DOTA analogue, 1,4,7,10-tetraazacyclododecane-4,7,10-triacetic-1-{methyl[(4-aminophenyl ) methyl] phosphinic acid} (DO3AP(ABn)), with amino-substituted cyclodextrins were prepared and studied by a variety of physicochemical methods. The conjugates were formed by reaction of the corresponding isothiocyanate with per-6-amino-alpha/beta-cyclodextrin and were complexed with the Ln(III) ion to get the final complexes, (LnL)(6)-alpha-CD and (LnL)(7)-beta-CD. Solution structure of the complexes was estimated by investigation of the Eu-III complexes. The Gd-III conjugate complexes are endowed with a short water residence time (tau(M) similar to 10-15 ns at 298 K) and a high abundance of the twisted-square antiprismatic diastereoisomer. They show a high H-1 relaxivity at high fields due to a convenient combination of the fast water exchange rate and the slow rate of the molecular tumbling given by their macromolecular nature. The 1H relaxation enhancements per molecule of a contrast agent (CA) are very high reaching for a larger (GdL)(7)-beta-CD conjugate similar to 140 s(-1) mM(-1) and similar to 100 s(-1) mM(-1) at 25 degrees C and magnetic fields 1.5 T and 3 T, respectively, which is the highest reported longitudinal relaxivity for kinetically stable contrast agents of an intermediate molecular mass (<10 kDa) with one water molecule in the first coordination sphere. (en)
Title
  • Gadolinium complexes of monophosphinic acid DOTA derivatives conjugated to cyclodextrin scaffolds: efficient MRI contrast agents for higher magnetic fields
  • Gadolinium complexes of monophosphinic acid DOTA derivatives conjugated to cyclodextrin scaffolds: efficient MRI contrast agents for higher magnetic fields (en)
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  • Gadolinium complexes of monophosphinic acid DOTA derivatives conjugated to cyclodextrin scaffolds: efficient MRI contrast agents for higher magnetic fields
  • Gadolinium complexes of monophosphinic acid DOTA derivatives conjugated to cyclodextrin scaffolds: efficient MRI contrast agents for higher magnetic fields (en)
skos:notation
  • RIV/00216208:11310/12:10127237!RIV13-GA0-11310___
http://linked.open...avai/predkladatel
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • I, P(GAP207/11/1437), S, Z(MSM0021620857)
http://linked.open...iv/cisloPeriodika
  • 43
http://linked.open...vai/riv/dodaniDat
http://linked.open...aciTvurceVysledku
http://linked.open.../riv/druhVysledku
http://linked.open...iv/duvernostUdaju
http://linked.open...titaPredkladatele
http://linked.open...dnocenehoVysledku
  • 137670
http://linked.open...ai/riv/idVysledku
  • RIV/00216208:11310/12:10127237
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • contrast agent; magnetic resonance imaging; gadolinium(III) complexes; cyclodextrin; magnetic relaxation; paramagnetic solutions; lanthanide(III) complexes; proton relaxation times; water exchange-rate (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • GB - Spojené království Velké Británie a Severního Irska
http://linked.open...ontrolniKodProRIV
  • [F381409151C3]
http://linked.open...i/riv/nazevZdroje
  • Dalton Transactions
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
http://linked.open...cetTvurcuVysledku
http://linked.open...vavai/riv/projekt
http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • 41
http://linked.open...iv/tvurceVysledku
  • Hermann, Petr
  • Kotek, Jan
  • Lukeš, Ivan
  • Helm, Lothar
  • Kotková, Zuzana
http://linked.open...ain/vavai/riv/wos
  • 000309885500037
http://linked.open...n/vavai/riv/zamer
issn
  • 1477-9226
number of pages
http://bibframe.org/vocab/doi
  • 10.1039/c2dt30858d
http://localhost/t...ganizacniJednotka
  • 11310
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