Tuning Glutamine Binding Modes in Gd‐DOTA‐Based Probes for an Improved MRI Visualization of Tumor Cells |
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Authors: | Rachele Stefania Dr. Lorenzo Tei Dr. Alessandro Barge Dr. Simonetta Geninatti Crich Dr. Ibolya Szabo Dr. Claudia Cabella Dr. Giancarlo Cravotto Prof. Silvio Aime Prof. |
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Affiliation: | 1. Dipartmento di Chimica IFM and Molecular Imaging Center, Università di Torino, Via Nizza 52, 10125 Torino (Italy), Fax: (+39)?011‐670‐6487;2. Dipartimento di Scienze dell'Ambiente e della Vita (DiSAV), Università del Piemonte Orientale “A. Avogadro”, Via Bellini 25/G, 15100 Alessandria (Italy);3. Dipartimento di Scienza e Tecnologia del Farmaco, Università di Torino, Via P. Giuria 9, 10125 Torino (Italy);4. Bracco Imaging SpA via Ribes 5, 10010 Colleretto Giacosa (TO) (Italy) |
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Abstract: | Three new magnetic resonance imaging probes that target glutamine transporters have been synthesized. They consist of a Gd‐DOTA‐monoamide moiety (DOTA=1,4,7,10‐tetraazacyclododecane‐1,4,7,10‐tetraacetic acid) linked through a six carbon atom chain to a vector represented by a glutamine residue bound through α‐carboxylic, γ‐carboxamidic, or α‐amino functionalities. Their uptake by HTC (rat hepatocarcinoma) and healthy rat hepatocytes has shown that the system containing the glutamine vector bound through the α‐carboxylic group displays a markedly higher affinity for tumor cells. The observed behavior is rationalized in terms of the exploitation of an additional glutamine transporter active in hepatic tumor cells. |
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Keywords: | gadolinium glutamine hepatoma cells imaging agents magnetic resonance imaging |
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