Lanthanide complexes with acetophenone-based push-pull antennas as efficient MRI and two-photon microscopy imaging probes

Lanthanide(iii) (Ln<sup>3+</sup>) complexes possess unique magnetic and optical properties that make them ideal candidates for the development of multimodal MRI and optical probes. However, the requirements for developing effective MRI and optical probes are difficult to meet within a single ligand. Here, we propose the use of a DOTA-type ligand equipped with a π-extended acetophenone moiety that (i) serves as a coordinating moiety to form stable Ln<sup>3+</sup> complexes, (ii) acts as a 2P-excitable push-pull antenna to sensitize Eu<sup>3+</sup> luminescence, and (iii) displays a carboxylate handle offering high water solubility and enabling conjugation to biomolecules for targeting purposes. We show that the Ln<sup>3+</sup> complexes obtained are kinetically inert and thermodynamically stable. The Gd<sup>3+</sup> complex exhibits positive <i>in vivo</i> characteristics with good contrast in all organs and rapid renal clearance, while the corresponding Eu<sup>3+</sup> complex has excellent one-photon and two-photon (2P) absorption properties enabling high-quality <i>in vivo</i> 2P microscopy imaging of zebrafish embryos or <i>in vitro</i> imaging of living cells when conjugated to a cell-penetrating peptide.

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Publication Details

Journal
Chemical Science
Published
2025-12-18
DOI
https://doi.org/10.1039/d5sc06902e
Primary Topic
Lanthanide and Transition Metal Complexes
Type
article
Field-Weighted Citation Impact
0.00

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article

Lanthanide complexes with acetophenone-based push-pull antennas as efficient MRI and two-photon microscopy imaging probes

Alexeï Grichine, Guillaume Micouin, Luke A. Marchetti, Didier Boturyn et al.
Chemical Science
Lanthanide and Transition Metal Complexes
article

Lanthanide complexes with acetophenone-based push-pull antennas as efficient MRI and two-photon microscopy imaging probes

Alexeï Grichine, Guillaume Micouin, Luke A. Marchetti, Didier Boturyn, Sandra Même, Célia S. Bonnet, Olivier Sénèque, Sule Erbek, Véronique Martel‐Frachet, Lamiaa M. A. Ali, Magali Gary‐Bobo, Ákos Bányász, Olivier Maury, Dina Akl, Baptiste Chartier
article en

Abstract

Lanthanide(iii) (Ln<sup>3+</sup>) complexes possess unique magnetic and optical properties that make them ideal candidates for the development of multimodal MRI and optical probes. However, the requirements for developing effective MRI and optical probes are difficult to meet within a single ligand. Here, we propose the use of a DOTA-type ligand equipped with a π-extended acetophenone moiety that (i) serves as a coordinating moiety to form stable Ln<sup>3+</sup> complexes, (ii) acts as a 2P-excitable push-pull antenna to sensitize Eu<sup>3+</sup> luminescence, and (iii) displays a carboxylate handle offering high water solubility and enabling conjugation to biomolecules for targeting purposes. We show that the Ln<sup>3+</sup> complexes obtained are kinetically inert and thermodynamically stable. The Gd<sup>3+</sup> complex exhibits positive <i>in vivo</i> characteristics with good contrast in all organs and rapid renal clearance, while the corresponding Eu<sup>3+</sup> complex has excellent one-photon and two-photon (2P) absorption properties enabling high-quality <i>in vivo</i> 2P microscopy imaging of zebrafish embryos or <i>in vitro</i> imaging of living cells when conjugated to a cell-penetrating peptide.

Chemical ScienceVol. 17(8)
Université Claude Bernard Lyon 1 (FR), École Normale Supérieure de Lyon (FR), École Nationale Supérieure de Chimie de Montpellier (FR), Centre National de la Recherche Scientifique (FR), Inserm (FR), École Pratique des Hautes Études (FR), Université de Montpellier (FR), Commissariat à l'Énergie Atomique et aux Énergies Alternatives (FR), Université Paris Sciences et Lettres (FR), CEA Grenoble (FR), Centre de Biophysique Moléculaire (FR), Laboratoire de Chimie (FR), Institut des Biomolécules Max Mousseron (FR), Université Grenoble Alpes (FR)
LABoratoires d’EXcellence ARCANE, Infrastructures en Biologie Santé et Agronomie, Agence Nationale de la Recherche, Institut National de la Santé et de la Recherche Médicale, Centre National de la Recherche Scientifique
Openalex Percentile: Top 66%
Lanthanide and Transition Metal Complexes
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