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Molecules 2013, 18(8), 9034-9048; doi:10.3390/molecules18089034

Synthesis and Relaxivity Studies of a DOTA-Based Nanomolecular Chelator Assembly Supported by an Icosahedral Closo-B122− -Core for MRI: A Click Chemistry Approach

International Institute of Nano and Molecular Medicine, School of Medicine, University of Missouri, Columbia, MO 65211-3450, USA
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Received: 1 July 2013 / Revised: 23 July 2013 / Accepted: 23 July 2013 / Published: 29 July 2013
(This article belongs to the Special Issue Advances in Click Chemistry)
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Abstract

An icosahedral closo-B122 scaffold based nano-sized assembly capable of carrying a high payload of Gd3+-chelates in a sterically crowded configuration is developed by employing the azide-alkyne click reaction. The twelve copies of DO3A-t-Bu-ester ligands were covalently attached to an icosahedral closo-B122 core via suitable linkers through click reaction. This nanomolecular structure supporting a high payload of Gd3+-chelate is a new member of the closomer MRI contrast agents that we are currently developing in our laboratory. The per Gd ion relaxivity (r1) of the newly synthesized MRI contrast agent was obtained in PBS, 2% tween/PBS and bovine calf serum using a 7 Tesla micro MRI instrument and was found to be slightly higher (r1 = 4.7 in PBS at 25 °C) compared to the clinically used MRI contrast agents Omniscan (r1 = 4.2 in PBS at 25 °C) and ProHance (r1 = 3.1 in PBS at 25 °C).
Keywords: click reaction; closo-boranes; MRI contrast agents; relaxivity; gadolinium complexes; DOTA click reaction; closo-boranes; MRI contrast agents; relaxivity; gadolinium complexes; DOTA
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This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Goswami, L.N.; Ma, L.; Kueffer, P.J.; Jalisatgi, S.S.; Hawthorne, M.F. Synthesis and Relaxivity Studies of a DOTA-Based Nanomolecular Chelator Assembly Supported by an Icosahedral Closo-B122− -Core for MRI: A Click Chemistry Approach. Molecules 2013, 18, 9034-9048.

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