Synthesis of fluorine-18 functionalized nanoparticles for use as in vivo molecular imaging agents.
Nanoparticles containing fluorine-18 were prepared from block copolymers made by ring opening metathesis polymerization (ROMP). Using the fast initiating ruthenium metathesis catalyst (H2IMes)(pyr)2(Cl)2Ru=CHPh, low polydispersity amphiphilic block copolymers were prepared from a cinnamoyl-containing hydrophobic norbornene monomer and a mesyl-terminated PEG-containing hydrophilic norbornene monomer. Self-assembly into micelles and subsequent cross-linking 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 by the radioactive fluoride ion with 31% incorporation of radioactivity. The resulting positron-emitting nanoparticles are to be used as in vivo molecular imaging agents for use in tumor imaging.
Matson
John B
JB
NanoSystems Biology Cancer Center, Division of Chemistry and Chemical Engineering, MC 127-72, California Institute of Technology, Pasadena, California 91125, USA.
Grubbs
Robert H
RH
D001643:Bridged Bicyclo Compounds / Q000737:chemistry*; D002384:Catalysis; D003952:Diagnostic Imaging / Q000379:methods; D004578:Electron Spin Resonance Spectroscopy; D005462:Fluorine Radioisotopes / Q000737:chemistry*; D006536:Heptanes / Q000737:chemistry*; D057927:Hydrophobic and Hydrophilic Interactions; D007094:Imides / Q000138:chemical synthesis / Q000737:chemistry; D007553:Isotope Labeling / Q000379:methods; D008698:Mesylates / Q000737:chemistry; D008823:Micelles; D018625:Microscopy, Atomic Force; D053758:Nanoparticles / Q000737:chemistry*; D011092:Polyethylene Glycols / Q000737:chemistry*; D019275:Radiopharmaceuticals / Q000138:chemical synthesis* / Q000737:chemistry; D012428:Ruthenium / Q000737:chemistry
C504926:(2.2.1)bicyclohept-2-ene; D001643:Bridged Bicyclo Compounds; D005462:Fluorine Radioisotopes; D006536:Heptanes; D007094:Imides; D008698:Mesylates; D008823:Micelles; D019275:Radiopharmaceuticals; D011092:Polyethylene Glycols; D012428:Ruthenium