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| Description
| - Enzyme-responsive MRI contrast agents containing a %22self-immolative%22 benzylcarbamate moiety that links the MRI-reporter lanthanide complex to a specific enzyme substrate have been developed. The enzymatic cleavage initiates an electronic cascade reaction that leads to a structural change in the Ln(III) complex, with a concomitant response in its MRI-contrast-enhancing properties. We synthesized and investigated a series of Gd(3+) and Yb(3+) complexes, including those bearing a self-immolative arm and a sugar unit as selective substrates for beta-galactosidase. All of the Gd(3+) complexes synthesized have a single inner-sphere water molecule. The relaxivity change upon enzymatic cleavage is limited (3.68 vs. 3.15 mm(-1)s(-1) for complexes GdL1 and GdL2, respectively; 37 .deg.C, 60 MHz), which prevents application of this system as an enzyme-responsive T1 relaxation agent. Variable-temperature (17)O NMR spectroscopy and (1)H NMRD analysis were used to assess the parameters that determine proton relaxivity for the Gd(3+) complexes, including the water-exchange rate (kex(298), varies in the range 1.5-3.9x10(6) s(-1)). Following the enzymatic reaction, the chelates contain an exocyclic amine that is not protonated at physiological pH, as deduced from pH-potentiometric measurements (log KH=5.12 and 5.99 for GdL2 and GdL3, respectively). The Yb(3+) analogues show a PARACEST effect after enzymatic cleavage that can be exploited for the specific detection of enzymatic activity. The proton-exchange rates were determined at various pH values for the amine derivatives by using the dependency of the CEST effect on concentration, saturation time, and saturation power. A concentration-independent analysis of the saturation-power-dependency data was also applied. All these different methods showed that the exchange rate of the amine protons of the Yb(III) complexes decreases with increasing pH value (for YbL3, kex=1300 s(-1) at pH 8.4 vs. 6000 s(-1) at pH 6.4).
- Enzyme-responsive MRI contrast agents containing a %22self-immolative%22 benzylcarbamate moiety that links the MRI-reporter lanthanide complex to a specific enzyme substrate have been developed. The enzymatic cleavage initiates an electronic cascade reaction that leads to a structural change in the Ln(III) complex, with a concomitant response in its MRI-contrast-enhancing properties. We synthesized and investigated a series of Gd(3+) and Yb(3+) complexes, including those bearing a self-immolative arm and a sugar unit as selective substrates for beta-galactosidase. All of the Gd(3+) complexes synthesized have a single inner-sphere water molecule. The relaxivity change upon enzymatic cleavage is limited (3.68 vs. 3.15 mm(-1)s(-1) for complexes GdL1 and GdL2, respectively; 37 .deg.C, 60 MHz), which prevents application of this system as an enzyme-responsive T1 relaxation agent. Variable-temperature (17)O NMR spectroscopy and (1)H NMRD analysis were used to assess the parameters that determine proton relaxivity for the Gd(3+) complexes, including the water-exchange rate (kex(298), varies in the range 1.5-3.9x10(6) s(-1)). Following the enzymatic reaction, the chelates contain an exocyclic amine that is not protonated at physiological pH, as deduced from pH-potentiometric measurements (log KH=5.12 and 5.99 for GdL2 and GdL3, respectively). The Yb(3+) analogues show a PARACEST effect after enzymatic cleavage that can be exploited for the specific detection of enzymatic activity. The proton-exchange rates were determined at various pH values for the amine derivatives by using the dependency of the CEST effect on concentration, saturation time, and saturation power. A concentration-independent analysis of the saturation-power-dependency data was also applied. All these different methods showed that the exchange rate of the amine protons of the Yb(III) complexes decreases with increasing pH value (for YbL3, kex=1300 s(-1) at pH 8.4 vs. 6000 s(-1) at pH 6.4). (en)
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| Title
| - Lanthanide(III) Complexes That Contain a Self-Immolative Arm: Potential Enzyme Responsive Contrast Agents for Magnetic Resonance Imaging
- Lanthanide(III) Complexes That Contain a Self-Immolative Arm: Potential Enzyme Responsive Contrast Agents for Magnetic Resonance Imaging (en)
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| skos:prefLabel
| - Lanthanide(III) Complexes That Contain a Self-Immolative Arm: Potential Enzyme Responsive Contrast Agents for Magnetic Resonance Imaging
- Lanthanide(III) Complexes That Contain a Self-Immolative Arm: Potential Enzyme Responsive Contrast Agents for Magnetic Resonance Imaging (en)
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| skos:notation
| - RIV/00216208:11310/12:10119153!RIV13-GA0-11310___
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| http://linked.open...avai/riv/aktivita
| |
| http://linked.open...avai/riv/aktivity
| - I, P(GAP207/11/1437), P(OC 179)
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| http://linked.open...iv/cisloPeriodika
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| http://linked.open...vai/riv/dodaniDat
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| http://linked.open...aciTvurceVysledku
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| http://linked.open.../riv/druhVysledku
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| http://linked.open...iv/duvernostUdaju
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| http://linked.open...titaPredkladatele
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| http://linked.open...dnocenehoVysledku
| |
| http://linked.open...ai/riv/idVysledku
| - RIV/00216208:11310/12:10119153
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| http://linked.open...riv/jazykVysledku
| |
| http://linked.open.../riv/klicovaSlova
| - water exchange; PARACEST; MRI contrast agents; lanthanides; enzymatic detection (en)
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| http://linked.open.../riv/klicoveSlovo
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| http://linked.open...odStatuVydavatele
| - GB - Spojené království Velké Británie a Severního Irska
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| http://linked.open...ontrolniKodProRIV
| |
| http://linked.open...i/riv/nazevZdroje
| - Chemistry - A European Journal
|
| 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
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| http://linked.open...iv/tvurceVysledku
| - Kotek, Jan
- Tóth, Éva
- Badet, Bernard
- Chauvin, Thomas
- Durand, Philippe
- Rosseto, Renato
- Torres, Susana
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| http://linked.open...ain/vavai/riv/wos
| |
| issn
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| number of pages
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| http://bibframe.org/vocab/doi
| |
| http://localhost/t...ganizacniJednotka
| |
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