Convenient syntheses of [20,20,20-2H3]-arachidonic acid and [20,20,-2H2]-20-hydroxyeicosatetraenoic acid

J R Falck, Siddam Anjaiah, Venugopal Kaju Tuniki, V. Raj Gopal, Jorge H. Capdevila

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

Abstract

Deuterated arachidonic acid and 20-HETE were prepared in good overall yields and high stereoselectivities. Key transformations include a trans-specific vinyl dibromide reduction and Suzuki cross-couplings to a lithium borate or a 9-BBN borane. These standards are three and two mass units higher, respectively, than their naturally occurring counterparts and are useful in mass spectrometry analysis.

Original languageEnglish (US)
Pages (from-to)245-252
Number of pages8
JournalJournal of Labelled Compounds and Radiopharmaceuticals
Volume49
Issue number3
DOIs
StatePublished - Mar 15 2006

Keywords

  • H-labeled standards
  • Stereoselective
  • Suzuki cross-coupling
  • Z-vinyl bromide

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Radiology Nuclear Medicine and imaging
  • Drug Discovery
  • Spectroscopy
  • Organic Chemistry

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