Synthesis of nitrolipids. All four possible diastereomers of nitrooleic acids

(E)- and (Z)-, 9- and 10-nitro-octadec-9-enoic acids

Steven R. Woodcock, Adam J.V. Marwitz, Paulo Bruno, Bruce Branchaud

Research output: Contribution to journalArticle

40 Citations (Scopus)

Abstract

Unsaturated fatty acids are nitrated endogenously to produce nitrated lipids. Recent studies have shown that these nitrated lipids have high chemical reactivity and profound biological implications. We report an efficient, scalable synthesis which is regiospecific and stereoselective for all possible isomers of nitrated oleic acid: (E)- and (Z)-, 9- and 10-octadec-9-enoic acids.

Original languageEnglish (US)
Pages (from-to)3931-3934
Number of pages4
JournalOrganic Letters
Volume8
Issue number18
DOIs
StatePublished - Aug 31 2006
Externally publishedYes

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lipids
Lipids
Chemical reactivity
acids
Acids
oleic acid
fatty acids
Oleic Acid
synthesis
Unsaturated Fatty Acids
Isomers
isomers
reactivity

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Synthesis of nitrolipids. All four possible diastereomers of nitrooleic acids : (E)- and (Z)-, 9- and 10-nitro-octadec-9-enoic acids. / Woodcock, Steven R.; Marwitz, Adam J.V.; Bruno, Paulo; Branchaud, Bruce.

In: Organic Letters, Vol. 8, No. 18, 31.08.2006, p. 3931-3934.

Research output: Contribution to journalArticle

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