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Identification and ...
Identification and electrophysiological studies of (4S,5S)-5-hydroxy-4-methyl-3-heptanone and 4-methyl-3,5-heptanedione in male lucerne weevils
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- Unelius, C. Rikard (författare)
- Linnéuniversitetet,Institutionen för kemi och biomedicin (KOB)
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Park, K. -C (författare)
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McNeill, M. (författare)
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Wee, S. L. (författare)
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- Bohman, Björn (författare)
- Linnéuniversitetet,Institutionen för kemi och biomedicin (KOB)
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Suckling, D. M. (författare)
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(creator_code:org_t)
- 2012-12-13
- 2013
- Engelska.
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Ingår i: The Science of Nature. - : Springer Science and Business Media LLC. - 0028-1042 .- 1432-1904. ; 100:2, s. 135-143
- Relaterad länk:
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https://rdcu.be/cxn6...
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https://urn.kb.se/re...
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https://doi.org/10.1...
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Abstract
Ämnesord
Stäng
- An investigation to identify a sex or aggregation pheromone of Sitona discoideus GyllenhAyenl (Coleoptera: Curculionidae) is presented. Antenna flicking and attraction behaviors evoked by conspecifics of both sexes were recorded in arena bioassays, where attraction of females to males was observed. Air entrainment of both males and females was conducted in separate chambers. Gas chromatographic-mass spectrometric analysis of headspace volatiles revealed that two male-specific compounds, 4-methyl-3,5-heptanedione (major) and (4S,5S)-5-hydroxy-4-methyl-3-heptanone (minor), were emitted during the autumnal post-aestivatory flight period. The stereoisomers of the minor component were separated by enantioselective gas chromatography and their absolute configurations assigned by NMR (diastereomers) and the known preference of enantioselective transesterification reactions catalyzed by Candida antarctica lipase B. Electroantennogram and single sensillum recording studies indicate that 4-methyl-3,5-heptanedione as well as all individual stereoisomers of 5-hydroxy-4-methyl-3-heptanone are detected by the antennae of male and female S. discoideus. Further, single sensillum recordings suggest that both sexes of S. discoideus have specialized olfactory receptor neurons (ORNs) for detecting 4-methyl-3,5-heptanedione and different populations of stereoselective ORNs for detecting the stereoisomers of 5-hydroxy-4-methyl-3-heptanone. Some of these stereoselective ORNs appear to be sex-specific in S. discoideus.
Ämnesord
- NATURVETENSKAP -- Biologi -- Biokemi och molekylärbiologi (hsv//swe)
- NATURAL SCIENCES -- Biological Sciences -- Biochemistry and Molecular Biology (hsv//eng)
Nyckelord
- Sitona discoideus
- Lucerne weevil
- Medicago
- Pheromone
- 4-Methyl-3
- 5-heptanedione
- (4S
- 5S)-5hydroxy-4-methyl-3-heptanone
- Ecological chemistry
- Ekologisk kemi
Publikations- och innehållstyp
- ref (ämneskategori)
- art (ämneskategori)
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