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  A new ditopic GdIII complex functionalized with an adamantyl moiety as a versatile building block for the preparation of supramolecular assemblies

Gambino, G., De Pinto, S., Tei, L., Cassino, C., Arena, F., Gianolio, E., et al. (2014). A new ditopic GdIII complex functionalized with an adamantyl moiety as a versatile building block for the preparation of supramolecular assemblies. JBIC Journal of Biological Inorganic Chemistry, 19(2), 133-143. doi:10.1007/s00775-013-1050-0.

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Item Permalink: http://hdl.handle.net/21.11116/0000-0001-2BE9-9 Version Permalink: http://hdl.handle.net/21.11116/0000-0001-2BEA-8
Genre: Journal Article

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Gambino, Giuseppe1, Author              
De Pinto, S, Author
Tei, L, Author
Cassino, C, Author
Arena, F, Author
Gianolio, E, Author
Botta, M, Author
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1Dipartimento di Scienze e Innovazione TecnologicaUniversità del Piemonte Orientale “Amedeo Avogadro”AlessandriaItaly, ou_persistent22              

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 Abstract: A dimeric GdAAZTA-like complex (AAZTA is 6-amino-6-methylperhydro-1,4-diazepinetetraacetic acid) bearing an adamantyl group (Gd2 L1) able to form strong supramolecular adducts with specific hosts such as β-cyclodextrin (β-CD), poly-β-CD, and human serum albumin (HSA) is reported. The relaxometric properties of Gd2 L1 were investigated in aqueous solution by measuring the 1H relaxivity as a function of pH, temperature, and magnetic field strength. The relaxivity of Gd2 L1 (per Gd atom) at 40 MHz and 298 K is 17.6 mM−1 s−1, a value that remains almost constant at higher fields owing to the great compactness and rigidity of the bimetallic chelate, resulting in an ideal value for the rotational correlation time for high-field MRI applications (1.5–3.0 T). The noncovalent interaction of Gd2 L1 with β-CD, poly-β-CD, and HSA and the relaxometric properties of the resulting host–guest adducts were investigated using 1H relaxometric methods. Relaxivity enhancements of 29 and 108 % were found for Gd2 L1–β-CD and Gd2 L1–poly-β-CD, respectively. Binding of Gd2 L1 to HSA (K A = 1.2 × 104 M−1) results in a remarkable relaxivity of 41.4 mM−1 s−1 for the bound form (+248 %). The relaxivity is only limited by the local rotation of the complex within the binding site, which decreases on passing from Gd2 L1–β-CD to Gd2 L1–HSA. Finally, the applicability of Gd2 L1 as tumor-targeting agent through passive accumulation of the HSA-bound adduct was evaluated via acquisition of magnetic resonance images at 1 T of B16-tumor-bearing mice. These experiments indicate a considerable signal enhancement (+160 %) in tumor after 60 min from the injection and a very low hepatic accumulation.

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 Dates: 2014-02
 Publication Status: Published in print
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 Identifiers: DOI: 10.1007/s00775-013-1050-0
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Title: JBIC Journal of Biological Inorganic Chemistry
Source Genre: Journal
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Pages: - Volume / Issue: 19 (2) Sequence Number: - Start / End Page: 133 - 143 Identifier: -