Identification and synthesis of volicitin and related components from beet armyworm oral secretions

H. T. Alborn, T. H. Jones, G. S. Stenhagen, J. H. Tumlinson

Research output: Contribution to journalArticle

96 Scopus citations

Abstract

Oral secretion of beet armyworm caterpillars (BAW), when applied to damaged tissues of corn seedlings, induces the seedlings to emit volatile compounds that attract the natural enemies of the caterpillars. The key elicitor present in BAW oral secretions is N-[17-hydroxylinolenoyl]-L- glutamine (volicitin). Analysis of the oral secretion showed that it also contained N-[17-hydroxyolinoleoyl]-L-glutamine, free 17-hydroxylinolenic, and 17-hydroxylinoleic acid, the glutamine conjugates of linolenic and linoleic acid as well as free linolenic and linoleic acid. Here we present the identification and synthesis of the hydroxy acids and of glutamine conjugates.

Original languageEnglish (US)
Pages (from-to)203-220
Number of pages18
JournalJournal of Chemical Ecology
Volume26
Issue number1
DOIs
StatePublished - Jan 1 2000

All Science Journal Classification (ASJC) codes

  • Ecology, Evolution, Behavior and Systematics
  • Biochemistry

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