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

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 (volic...

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Bibliographic Details
Published in:Journal of chemical ecology 2000, Vol.26 (1), p.203-220
Main Authors: ALBORN, H. T, JONES, T. H, STENHAGEN, G. S, TUMLINSON, J. H
Format: Article
Language:English
Subjects:
Animal and plant ecology
Animal, plant and microbial ecology
Animals
Autoecology
Biological and medical sciences
Fatty acids
Fundamental and applied biological sciences. Psychology
Noctuidae
Protozoa. Invertebrata
Seedlings
Spodoptera exigua
Zea mays
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Summary: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.[PUBLICATION ABSTRACT]
ISSN:0098-0331
1573-1561
DOI:10.1023/A:1005401814122