3-Methyl-1-(methylthio)-2-butene

a component in the foul-smelling defensive secretion of two Ceroglossus species (Coleoptera: Carabidae)

Sihang Xu, Ramu Errabeli, Kipling Will, Elizabeth Arias, Athula Attygalle

Research output: Contribution to journalArticle

Abstract

A sulfur-containing compound causes the foul smell of the defensive pygidial gland fluid of Ceroglossus buqueti Laporte and Ceroglossus magellanicus Gehin. This compound was identified as 3-methyl-1-(methylthio)-2-butene by a comparison of its mass spectrum, and chromatographic properties with those of a chemically synthesized standard. Although a few sulfur compounds are known from insect secretions, this sulfur-bearing isoprene derivative has not been characterized previously from any arthropod source. Additional components in the defensive section include acetic, propanoic, isobutyric, butanoic, methacrylic, ethacrylic, tiglic and benzoic acids, and 11-tricosene. Samples prepared from specimens of Ceroglossus chilensis Eschscholtz showed methacrylic, ethacrylic, and other acids. However, 3-methyl-1-(methylthio)-2-butene was not detected in the defensive fluid of C. chilensis.

Original languageEnglish (US)
Pages (from-to)171-178
Number of pages8
JournalChemoecology
Volume29
Issue number4
DOIs
StatePublished - Aug 1 2019

Fingerprint

defensive secretions
Sulfur Compounds
Beetles
sulfur compound
Carabidae
Sulfur
secretion
sulfur
Bearings (structural)
Coleoptera
Fluids
fluid
Arthropods
Smell
isoprene
acid
Benzoates
Acetic Acid
benzoic acids
arthropod

All Science Journal Classification (ASJC) codes

  • Ecology, Evolution, Behavior and Systematics
  • Biochemistry

Cite this

@article{179f2029e198418cbba87ee8be9d432e,
title = "3-Methyl-1-(methylthio)-2-butene: a component in the foul-smelling defensive secretion of two Ceroglossus species (Coleoptera: Carabidae)",
abstract = "A sulfur-containing compound causes the foul smell of the defensive pygidial gland fluid of Ceroglossus buqueti Laporte and Ceroglossus magellanicus Gehin. This compound was identified as 3-methyl-1-(methylthio)-2-butene by a comparison of its mass spectrum, and chromatographic properties with those of a chemically synthesized standard. Although a few sulfur compounds are known from insect secretions, this sulfur-bearing isoprene derivative has not been characterized previously from any arthropod source. Additional components in the defensive section include acetic, propanoic, isobutyric, butanoic, methacrylic, ethacrylic, tiglic and benzoic acids, and 11-tricosene. Samples prepared from specimens of Ceroglossus chilensis Eschscholtz showed methacrylic, ethacrylic, and other acids. However, 3-methyl-1-(methylthio)-2-butene was not detected in the defensive fluid of C. chilensis.",
author = "Sihang Xu and Ramu Errabeli and Kipling Will and Elizabeth Arias and Athula Attygalle",
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journal = "Chemoecology",
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3-Methyl-1-(methylthio)-2-butene : a component in the foul-smelling defensive secretion of two Ceroglossus species (Coleoptera: Carabidae). / Xu, Sihang; Errabeli, Ramu; Will, Kipling; Arias, Elizabeth; Attygalle, Athula.

In: Chemoecology, Vol. 29, No. 4, 01.08.2019, p. 171-178.

Research output: Contribution to journalArticle

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