A dual lanthanide probe suitable for optical (Tb3+ luminescence) and magnetic resonance imaging (Gd3+ relaxometry)

Picard, Claude; Geum, Neri; Nasso, Isabelle; Mestre, Béatrice; Tisnès, P.; Laurent, Sophie; Müller, Robert N.; Elst, Luce Vander

doi:10.1016/j.bmcl.2006.07.091

Cited by 37 publications

(24 citation statements)

References 29 publications

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“…This can be done by attaching an organic luminophore onto a contrast agent [35,36] or by developing receptors that are able to bind Gd III and luminescent Ln III ions while preserving the specific physical properties of the metal ions. [19,37,38] Some of these systems bear a targeting vector for cell internalization. [39] Alternatively, the attachment of two magnetic or two luminescent lanthanide ions onto a biologically relevant molecule, such as a protein, brings definitive advantages, as demonstrated recently by the generation of peptide-linked double lanthanide binding tags, which proved to be superior to single tags with respect to luminescence output [40] and X-ray scattering power.…”

Section: IIImentioning

confidence: 99%

A Versatile Ditopic Ligand System for Sensitizing the Luminescence of Bimetallic Lanthanide Bio‐Imaging Probes

Chauvin

Comby

Song

et al. 2008

Chemistry A European J

110

106

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The homoditopic ligand 6,6'-[methylenebis(1-methyl-1H-benzimidazole-5,2-diyl)]bis(4-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}pyridine-2-carboxylic acid) (H(2)L(C2)) has been tailored to self-assemble with lanthanide ions (Ln(III)), which results in the formation of neutral bimetallic helicates with the overall composition [Ln(2)(L(C2))(3)] and also provides a versatile platform for further derivatization. The grafting of poly(oxyethylene) groups onto the pyridine units ensures water solubility, while maintaining sizeable thermodynamic stability and adequate antenna effects for the excitation of both visible- and NIR-emitting Ln(III) ions. The conditional stability constants (log beta(23)) are close to 25 at physiological pH and under stoichiometric conditions. The ligand triplet state features adequate energy (0-phonon transition at approximately 21 900 cm(-1)) to sensitize the luminescence of Eu(III) (Q=21 %) and Tb(III) (11 %) in aerated water at pH 7.4. The emission of several other VIS- and NIR-emitting ions, such as Sm(III) (Q=0.38 %) or Yb(III) (0.15 %), for which in cellulo luminescence is evidenced for the first time, is also sensitized. The Eu(III) emission spectrum arises from a main species with pseudo-D(3) symmetry and without coordinated water. The cell viability of several cancerous cell lines (MCF-7, HeLa, Jurkat and 5D10) is unaffected if incubated with up to 500 microM [Eu(2)(L(C2))(3)] during 24 h. Bright Eu(III) emission is seen for incubation concentrations above 10 microM and after a 15-minute loading time; similar images are obtained with Tb(III) and Sm(III). The helicates probably permeate into the cytoplasm of HeLa cells by endocytosis. The described luminescent helical stains are robust chemical species which remain undissociated in the cell medium and in presence of other complexing agents, such as edta, dtpa, citrate or L-ascorbate. Their derivatization, which would open the way to the sensing of targeted in cellulo phenomena, is currently under investigation.

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Section: IIImentioning

confidence: 99%

A Versatile Ditopic Ligand System for Sensitizing the Luminescence of Bimetallic Lanthanide Bio‐Imaging Probes

Chauvin

Comby

Song

et al. 2008

Chemistry A European J

110

106

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“…131 One of the recent trends in the field of lanthanide chelates has been their inclusion in nanobeads composed of latex, [132][133][134][135] silica [136][137][138] and titania 139 inorganic host materials, or plasmonresonant nanoparticles, PRPs (Ag). 140 The objective of these entrapments is to develop hybrid materials with improved thermal, mechanical and chemical stability; as well as, in terms of luminescence, the aim to enhance lanthanide emission, combine lanthanide luminescence with other optical processes (surface plasmon resonance) and allow surface modification for grafting bio-active molecules (molecular recognition, drugs, immobilization agents, etc.).…”

Section: Lanthanide-doped Hybrid Materials As Sensors In Biological Mmentioning

confidence: 99%

Photonic and nanobiophotonic properties of luminescent lanthanide-doped hybrid organic–inorganic materials

et al. 2008

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Research into lanthanide-doped organic-inorganic hybrid materials emerged in the 1990s with the development of interesting materials for optics: high efficiency and stable solid-state lasers, new fiber amplifiers and sensors, devices with upconversion, fast photochromic and non-linear responses, etc. Their interest relies on the possibility of combining properties of sol-gel host materials (shaping, tunable refractive index and mechanical properties, corrosion protection, specific adhesion, etc.) and the well-known luminescence of lanthanide ions (Ln). The fast development of photonic hybrids allowed the commercial exploitation of products with new or enhanced characteristics (megajoule pulsed Nd-YAG laser, protective coatings of glasses, screens or glasswares). However, recently, Ln-hybrid nanocomposites have found new applications in bio-sensors, bio-analytics and even clinical imaging diagnostics. These applications make use of the fluorescence properties of lanthanides that make luminescent hybrids ideal candidates for time-resolved fluoroimmunoassays, DNA hybridation assays, fluorescence imaging microscopy, or in vivo imaging. As a consequence, the goal of this review is twofold: (i) as a reminder of some general considerations that must be taken into account to design new optically active Ln-doped nanocomposites whatever the application field, and (ii) to show the most important advances achieved in the past years in different areas, paying special attention to bio-medical applications.

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“…16 This ligand presents three main advantages: (i) its many donor groups prevent coordination of water molecules; (ii) the pyridine ring may act as an efficient antenna in Ln 3+ photosensitization; (iii) the tri (iminodiacetate) unit is a very efficient chelating system for Ln 3+ ions in aqueous solutions. 17 The compounds are stable, water soluble and potentially suited as labels for biological applications.…”

Section: Introductionmentioning

confidence: 99%

“…1 The complexes have become increasingly significant in the last few years due to the wide variety of potential applications in many important areas of chemistry, [2][3][4] biology, [5][6] medicine [7][8] and imaging. [9][10][11][12] The design of the organic part of such complexes is thus paramount in achieving the required circumstances for the complex to be efficiently luminescent. The ligand needs to incorporate a chromophoric unit (antenna group), for absorbing light and transferring it to the metallic ion, namely, the efficient antenna effect.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Luminescence Properties of Lanthanide Complexes of a Novel Polyaminopolycarboxylate Ligand

Tang¹,

Tang²,

Tang³

et al. 2010

Bulletin of the Korean Chemical Society

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A novel polyaminopolycarboxylate ligand with many coordination sites, N,N,N 1 ,N 1 ,N 2 ,N 2 -[( 2,4,6-tri(aminomethyl)-pyridine]hexakis(acetic acid) (TPHA), was designed and synthesized and its lanthanide complexes Na6Tb2(TPHA)Cl6· 14H2O, Na6Eu2(TPHA)Cl6·8H2O, Na6Gd2(TPHA)Cl6·11H2O and Na6Sm2(TPHA)Cl6·9H2O were successfully prepared. The ligand and the complexes were characterized by elemental analysis, IR, mass, NMR and TG-DTA. The TG-DTA studies indicated that the complexes had a high thermal stability, whose initial decomposition temperature was over 270 o C. The luminescence properties of the complexes in solid state were investigated and the results suggested that Tb 3+ and Eu 3+ ions could be sensitized efficiently by the ligand, especially the Tb(III) complex displayed a very strong luminescence intensity (> 10000) and only displayed characteristic metal-centered luminescence. Also, the correlative comparison between the structure of ligand and luminescence properties showed how the number of the coordination atoms of ligand can be a prominent factor in the effectiveness of ligand-to-metal energy transfer.

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A dual lanthanide probe suitable for optical (Tb3+ luminescence) and magnetic resonance imaging (Gd3+ relaxometry)

Cited by 37 publications

References 29 publications

A Versatile Ditopic Ligand System for Sensitizing the Luminescence of Bimetallic Lanthanide Bio‐Imaging Probes

A Versatile Ditopic Ligand System for Sensitizing the Luminescence of Bimetallic Lanthanide Bio‐Imaging Probes

Photonic and nanobiophotonic properties of luminescent lanthanide-doped hybrid organic–inorganic materials

Synthesis and Luminescence Properties of Lanthanide Complexes of a Novel Polyaminopolycarboxylate Ligand

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