Syntheses of 11C- and 18F-labeled carboxylic esters within a hydrodynamically-driven micro-reactor

Lab Chip. 2004 Dec;4(6):523-5. doi: 10.1039/b407938h. Epub 2004 Sep 28.

Abstract

Carboxylic esters were successfully labeled with one of two short-lived positron-emitters, carbon-11 or fluorine-18, within a hydrodynamically-driven micro-reactor. The non-radioactive methyl ester was obtained at room temperature; its yield increased with higher substrate concentration and with reduced infusion rate. Radioactive methyl ester was obtained from the reaction of (10 mM) with in 56% decay-corrected radiochemical yield (RCY) at an infusion rate of 10 microL min(-1), and when the infusion rate was reduced to 1 microL min(-1), the RCY increased to 88%. The synthesis of the non-radioactive fluoroethyl ester from and required heating of the micro-reactor on a heating block at 80 degrees C (14-17% RCY), whilst the corresponding radioactive from and was obtained in 10% RCY. The radioactive 'peripheral' benzodiazepine receptor ligand was obtained from the reaction of acid with labeling agent in 45% RCY at an infusion rate of 10 microL min(-1). When the infusion rate was reduced to 1 microL min(-1), the RCY increased to 65%. The results exemplify a new methodology for producing radiotracers for imaging with positron emission tomography that has many potential advantages, including a requirement for small quantities of substrates, enhanced reaction, rapid reaction optimisation and easy product purification.

Publication types

  • Comparative Study
  • Evaluation Study

MeSH terms

  • Carbon Dioxide
  • Carbon Radioisotopes / chemistry*
  • Carboxylic Acids / chemistry
  • Esters
  • Fluorine Radioisotopes / chemistry*
  • Isotope Labeling / methods*
  • Microchemistry / instrumentation
  • Microchemistry / methods
  • Microfluidic Analytical Techniques / instrumentation*
  • Microfluidic Analytical Techniques / methods*
  • Miniaturization
  • Positron-Emission Tomography / methods*
  • Radiopharmaceuticals / chemical synthesis*

Substances

  • Carbon Radioisotopes
  • Carboxylic Acids
  • Esters
  • Fluorine Radioisotopes
  • Radiopharmaceuticals
  • Carbon Dioxide
  • carboxyl radical