Synthesis and rapid purification of 32P-labeled photoactive analogs of farnesyl pyrophosphate

Tammy C. Turek, Igor Gaon, Mark D. Distefano

Research output: Contribution to journalArticlepeer-review

7 Scopus citations

Abstract

To study the binding sites of protein prenyltransferases, we have synthesized photoaffinity labeling analogs that contain photoactive benzophenone units. Here we describe the syntheses and a method for the rapid purification of two 32P-labeled analogs; phosphorylation was accomplished by reacting the corresponding alcohols with CCl3CN and [32P]-H3PO4 in CH3CN and the purification was performed using C18 reversed-phase cartridges. Analog [32P]-3a was prepared from 2.4 mg of starting alcohol 4a and was obtained in 3.3% yield, 50% radiochemical purity and 480 Ci/mol specific activity. Further purification by preparative thin layer chromatography yielded material with a radiochemical purity of 90%. A second analog, [32P]-3b, was prepared from 1.2 mg of alcohol 4b and was obtained in 1.0% yield, 54% radiochemical purity and 700 Ci/mol specific activity. Further purification by preparative thin layer chromatography yielded material with a radiochemical purity of 91%.

Original languageEnglish (US)
Pages (from-to)139-146
Number of pages8
JournalJournal of Labelled Compounds and Radiopharmaceuticals
Volume39
Issue number2
DOIs
StatePublished - Feb 1 1997

Keywords

  • Benzophenone
  • Diphosphate
  • Farnesyl pyrophosphate analog
  • Geranylgeranyl pyrophosphate analog
  • Photoaffinity labeling

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