Abstract |
The biomarker 2-(1-{6-[(2-[(18)F]fluoroethyl)(methyl)amino]-2-naphthyl}ethylidene) malononitrile ([( 18)F]FDDNP) is used as a positron emission tomography (PET) imaging probe for Alzheimer's disease and other neurodegenerative diseases. A high-yield and fully automated synthesis of [( 18)F]FDDNP--along with the synthesis and characterization of non-radioactive FDDNP, a fluorescent probe derived from 2-(1,1-dicyanopropenyl-2)-6-dimethylaminonaphthalene ( DDNP)--are reported. Radiofluorination of the tosyloxy precursor 2-{[6-(2,2-dicyano-1-methylvinyl)-2-naphthyl](methyl)amino}ethyl-4-methylbenzenesulfonate (DDNPTs) with K(18)F/Kryptofix 2.2.2. yielded chemically (>99%) and radiochemically (>99%) pure [( 18)F]FDDNP in high radiochemical yields (40-60%; n> 120), with specific activities ranging from 4 to 8 Ci/mumol at the end of synthesis (90 minutes). Both remote, semiautomated and automated synthesis procedures are described. Either approach provides a reliable method for production of large quantities (110-170 mCi from 500 mCi of [(18)F] fluoride) of [( 18)F]FDDNP allowing for multiple PET experiments in the same day or for distribution of the tracer from a single cyclotron facility to PET imaging centers at various geographical distances.
|
Authors | Jie Liu, Vladimir Kepe, Alenka Zabjek, Andrej Petric, Henry C Padgett, Nagichettiar Satyamurthy, Jorge R Barrio |
Journal | Molecular imaging and biology
(Mol Imaging Biol)
2007 Jan-Feb
Vol. 9
Issue 1
Pg. 6-16
ISSN: 1536-1632 [Print] United States |
PMID | 17051324
(Publication Type: Evaluation Study, Journal Article, Research Support, U.S. Gov't, Non-P.H.S.)
|
Chemical References |
- 2-(1,1-dicyanopropenyl-2-)-6-dimethylaminonaphthaleney
- 2-(1-(6-((2-fluoroethyl)(methyl)amino)-2-naphthyl)ethylidene)malononitrile
- Fluorine Radioisotopes
- Nitriles
- Radiopharmaceuticals
- 2-Naphthylamine
- Acrylonitrile
|
Topics |
- 2-Naphthylamine
(analogs & derivatives, chemical synthesis, chemistry)
- Acrylonitrile
(analogs & derivatives, chemical synthesis, chemistry)
- Animals
- Automation
(instrumentation, methods)
- Chromatography, High Pressure Liquid
- Fluorine Radioisotopes
(chemistry)
- Humans
- Magnetic Resonance Spectroscopy
- Molecular Structure
- Nitriles
(chemistry)
- Radiopharmaceuticals
(chemical synthesis)
|