TY - JOUR
T1 - 3-Methyl-1-(methylthio)-2-butene
T2 - a component in the foul-smelling defensive secretion of two Ceroglossus species (Coleoptera: Carabidae)
AU - Xu, Sihang
AU - Errabeli, Ramu
AU - Will, Kipling
AU - Arias, Elizabeth
AU - Attygalle, Athula B.
N1 - Publisher Copyright:
© 2019, Springer Nature Switzerland AG.
PY - 2019/8/1
Y1 - 2019/8/1
N2 - 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.
AB - 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.
KW - 3-Methyl-1-(methylthio)-2-butene
KW - Ceroglossus buqueti and Ceroglossus magellanicus
KW - Ceroglossus chilensis
KW - Defensive secretion
KW - Methacrylic acid
KW - Methyl prenyl sulfide
KW - Sulfur-containing natural products
KW - Tiglic acid
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U2 - 10.1007/s00049-019-00286-0
DO - 10.1007/s00049-019-00286-0
M3 - Article
AN - SCOPUS:85069181011
SN - 0937-7409
VL - 29
SP - 171
EP - 178
JO - Chemoecology
JF - Chemoecology
IS - 4
ER -