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N-(17-Acyloxy-acyl)-glutamines : novel surfactants from oral secretions of lepidopteran larvae

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2003

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Boland, Wilhelm

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http://nbn-resolving.de/urn:nbn:de:bsz:352-155509
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https://doi.org/10.1021/jo0342525
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Biologie: Publikationen
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The Journal of Organic Chemistry. 2003, 68(23), pp. 8743-8749. ISSN 0022-3263. Available under: doi: 10.1021/jo0342525

Zusammenfassung

N-(17-Acyloxy-acyl)-glutamine conjugates such as N-(17-linolenoyloxy-linolenoyl)-glutamine (6), N-(17-linolenoyloxy-linoleoyl)-glutamine (7), N-(17-linoleoyloxy-linolenoyl)-glutamine (8), and N-(17-linoleoyloxy-linoleoyl)-glutamine (9) were identified as novel surfactants in the oral secretion of several lepidopteran larvae (S. exigua, S. littoralis, S. frugiperda, and H. virescens) by LC-MS/MS and chemical degradation. Authentic reference compounds were synthesized via a dissymmetric bis-Wittig approach and confirmed the assigned structures.

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570 Biowissenschaften, Biologie

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ISO 690SPITELLER, Dieter, Wilhelm BOLAND, 2003. N-(17-Acyloxy-acyl)-glutamines : novel surfactants from oral secretions of lepidopteran larvae. In: The Journal of Organic Chemistry. 2003, 68(23), pp. 8743-8749. ISSN 0022-3263. Available under: doi: 10.1021/jo0342525
BibTex
@article{Spiteller2003-11-14N17Ac-15550,
  year={2003},
  doi={10.1021/jo0342525},
  title={N-(17-Acyloxy-acyl)-glutamines : novel surfactants from oral secretions of lepidopteran larvae},
  number={23},
  volume={68},
  issn={0022-3263},
  journal={The Journal of Organic Chemistry},
  pages={8743--8749},
  author={Spiteller, Dieter and Boland, Wilhelm}
}
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    <dcterms:abstract xml:lang="eng">N-(17-Acyloxy-acyl)-glutamine conjugates such as N-(17-linolenoyloxy-linolenoyl)-glutamine (6), N-(17-linolenoyloxy-linoleoyl)-glutamine (7), N-(17-linoleoyloxy-linolenoyl)-glutamine (8), and N-(17-linoleoyloxy-linoleoyl)-glutamine (9) were identified as novel surfactants in the oral secretion of several lepidopteran larvae (S. exigua, S. littoralis, S. frugiperda, and H. virescens) by LC-MS/MS and chemical degradation. Authentic reference compounds were synthesized via a dissymmetric bis-Wittig approach and confirmed the assigned structures.</dcterms:abstract>
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