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Synthesis of Fluorine-18 Functionalized Nanoparticles for Use as in Vivo Molecular Imaging Agents

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New Smart Materials via Metal Mediated Macromolecular Engineering

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Abstract

Nanoparticles containing fluorine-18 were prepared from block co-polymers made by ring-opening metathesis polymerization (ROMP). Using the fast initiating ruthenium metathesis catalyst (H2IMes)(pyr)2(Cl)2RuCHPh, narrow polydispersity, amphiphilic block copolymers were prepared from a cinnamoyl-containing, hydrophobic norbornene monomer and a mesylate-terminated, PEG-containing hydrophilic norbornene monomer. Self-assembly into micelles and subsequent crosslinking of the micelle cores by light-activated dimerization of the cinnamoyl groups yielded stable nanoparticles. Incorporation of fluorine-18 was achieved by nucleophilic displacement of the mesylates with the radioactive fluoride ion with 31% incorporation of radioactivity. The resulting positron-emitting nanoparticles are to be used as in vivo molecular imaging agents in tumor imaging.

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Authors and Affiliations

  1. Division of Chemistry and Chemical Engineering, California Institute of Technology, CA, 91125, USA

    John B. Matson & Robert H. Grubbs

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  1. John B. Matson
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  2. Robert H. Grubbs
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Editor information

Editors and Affiliations

  1. Polymer IRC, Chemistry Department, Durham University, Durham, United Kingdom

    Ezat Khosravi

  2. Department of Chemistry, Istanbul Technical University, Istanbul, Turkey

    Yusuf Yagci

  3. Institute of Macromolecular Chemistry, National Academy of Science, Kiev, Ukraine

    Yuri Savelyev

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Matson, J.B., Grubbs, R.H. (2009). Synthesis of Fluorine-18 Functionalized Nanoparticles for Use as in Vivo Molecular Imaging Agents. In: Khosravi, E., Yagci, Y., Savelyev, Y. (eds) New Smart Materials via Metal Mediated Macromolecular Engineering. NATO Science for Peace and Security Series A: Chemistry and Biology. Springer, Dordrecht. https://doi.org/10.1007/978-90-481-3278-2_15

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