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Biblioteca(s): |
Embrapa Recursos Genéticos e Biotecnologia. |
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Data corrente: |
26/02/2013 |
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Data da última atualização: |
07/03/2023 |
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Tipo da produção científica: |
Artigo em Periódico Indexado |
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Autoria: |
MORAES, M. C. B.; LAUMANN, R. A.; OLIVEIRA, M. W. M. de; WOODCOCK, C. M.; MAYON, P.; HOOPER, A.; PICKETT, J. A.; BIRKETT, M. A.; BORGES, M. |
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Afiliação: |
MARIA CAROLINA BLASSIOLI MORAES, CENARGEN; RAUL ALBERTO LAUMANN, CENARGEN; MARCIO WANDRE MORAIS DE OLIVEIRA, CENARGEN; C. M. WOODCOCK, Biological Chemistry Division, Rothamsted Research; P. MAYON, Biological Chemistry Division, Rothamsted Research; A. HOOPER, Biological Chemistry Division, Rothamsted Research; J. A. PICKETT, Biological Chemistry Division, Rothamsted Research; M. A. BIRKETT, Biological Chemistry Division, Rothamsted Research; MIGUEL BORGES, CENARGEN. |
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Título: |
Sex Pheromone Communication in Two Sympatric Neotropical Stink Bug Species Chinavia ubica and Chinavia impicticornis. |
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Ano de publicação: |
2012 |
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Fonte/Imprenta: |
Journal of Chemical Ecology, v. 38, p. 836-845, 2012. |
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Idioma: |
Inglês |
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Conteúdo: |
Chinavia and Nezara spp. stink bugs (Heteroptera: Pentatomidae) include over100 species, with highest diversity in Afrotropical and Neotropical regions. Species thus far studied in these genera utilize trans-(Z)-(4S)-bisabolene epoxide (BE) and cis-(Z)-(4S)-BE as major sex pheromone components, with species specificity ensured by different ratios of the two compounds. Gas chromatography (GC) and coupled GC-mass spectrometry (GC-MS) analyses of a volatiles fromC. ubicamales revealed the presence of two BE isomers in approximately a 90:10 ratio, which were shown by microprobe 1 HNMRtobe cis-(Z)-BE and trans-(Z)-BE isomers, respectively. Analyses of volatiles from C. impicticornis males suggested the presence of a single isomer, trans(Z)-BE, in high purity (>90%). The absolute configurations of the isomers produced by C. ubica and C. impicticornis were determined using chiral GC analysis (?-DEX column). Oxidative microchemistry of synthetic standards of cis-(Z)-(4S)-BE and trans-(Z)-(4R)-BE, and volatiles from male of C.ubica, revealed the absolute stereochemistry of the cis-(Z)-BE to be (1R,2S,4S)[cis-(Z)-(4S) for short]. Similarly, analyses of trans-(Z)-(4S)-BE and cis-(Z)-(4R)-BE standards, and volatiles from males of C. ubica and C. impicticornis,revealed the absolute stereochemistry of the trans-(Z)-BE to be(1S,2R,4S)[trans-(Z)-(4 S) for short]. Olfactometer bioassays with synthetic BEs confirmed attraction of female C. ubica and C. impicticornis to conspecific synthetic pheromone, but not to heterospecific synthetic pheromone. Chinavia impicticornis appeared not to discriminate behaviorally between the conspecific pheromone and its enantiomer. Coupled GC-electroantennography with antennae from females suggested that C. ubica and C. impicticornis possess olfactory receptors for both cis-(Z)-(4S)-BE and trans-(Z)-(4S)-BE. The results in this study confirm that C. ubica and C. impicticornis,as forother Chinavia and Nezara spp., utilize cis-(Z)-(4S)-BE and trans-(Z)-(4S)-BE as sex pheromone components, with different ratios guaranteeing species specificity. Furthermore, the results suggest that the absolute stereochemistry of BEs may be less important for conspecific recognition than the relative stereochemistry between the epoxide group and the alkyl substituent on the bisabolene ring. MenosChinavia and Nezara spp. stink bugs (Heteroptera: Pentatomidae) include over100 species, with highest diversity in Afrotropical and Neotropical regions. Species thus far studied in these genera utilize trans-(Z)-(4S)-bisabolene epoxide (BE) and cis-(Z)-(4S)-BE as major sex pheromone components, with species specificity ensured by different ratios of the two compounds. Gas chromatography (GC) and coupled GC-mass spectrometry (GC-MS) analyses of a volatiles fromC. ubicamales revealed the presence of two BE isomers in approximately a 90:10 ratio, which were shown by microprobe 1 HNMRtobe cis-(Z)-BE and trans-(Z)-BE isomers, respectively. Analyses of volatiles from C. impicticornis males suggested the presence of a single isomer, trans(Z)-BE, in high purity (>90%). The absolute configurations of the isomers produced by C. ubica and C. impicticornis were determined using chiral GC analysis (?-DEX column). Oxidative microchemistry of synthetic standards of cis-(Z)-(4S)-BE and trans-(Z)-(4R)-BE, and volatiles from male of C.ubica, revealed the absolute stereochemistry of the cis-(Z)-BE to be (1R,2S,4S)[cis-(Z)-(4S) for short]. Similarly, analyses of trans-(Z)-(4S)-BE and cis-(Z)-(4R)-BE standards, and volatiles from males of C. ubica and C. impicticornis,revealed the absolute stereochemistry of the trans-(Z)-BE to be(1S,2R,4S)[trans-(Z)-(4 S) for short]. Olfactometer bioassays with synthetic BEs confirmed attraction of female C. ubica and C. impicticornis to conspecific synthetic p... Mostrar Tudo |
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Palavras-Chave: |
Feromônio sexual; Heteroptera Pentatomidae; Praga de soja; Soybean pest. |
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Categoria do assunto: |
-- |
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Marc: |
LEADER 03125naa a2200265 a 4500
001 1951187
005 2023-03-07
008 2012 bl uuuu u00u1 u #d
100 1 $aMORAES, M. C. B.
245 $aSex Pheromone Communication in Two Sympatric Neotropical Stink Bug Species Chinavia ubica and Chinavia impicticornis.$h[electronic resource]
260 $c2012
520 $aChinavia and Nezara spp. stink bugs (Heteroptera: Pentatomidae) include over100 species, with highest diversity in Afrotropical and Neotropical regions. Species thus far studied in these genera utilize trans-(Z)-(4S)-bisabolene epoxide (BE) and cis-(Z)-(4S)-BE as major sex pheromone components, with species specificity ensured by different ratios of the two compounds. Gas chromatography (GC) and coupled GC-mass spectrometry (GC-MS) analyses of a volatiles fromC. ubicamales revealed the presence of two BE isomers in approximately a 90:10 ratio, which were shown by microprobe 1 HNMRtobe cis-(Z)-BE and trans-(Z)-BE isomers, respectively. Analyses of volatiles from C. impicticornis males suggested the presence of a single isomer, trans(Z)-BE, in high purity (>90%). The absolute configurations of the isomers produced by C. ubica and C. impicticornis were determined using chiral GC analysis (?-DEX column). Oxidative microchemistry of synthetic standards of cis-(Z)-(4S)-BE and trans-(Z)-(4R)-BE, and volatiles from male of C.ubica, revealed the absolute stereochemistry of the cis-(Z)-BE to be (1R,2S,4S)[cis-(Z)-(4S) for short]. Similarly, analyses of trans-(Z)-(4S)-BE and cis-(Z)-(4R)-BE standards, and volatiles from males of C. ubica and C. impicticornis,revealed the absolute stereochemistry of the trans-(Z)-BE to be(1S,2R,4S)[trans-(Z)-(4 S) for short]. Olfactometer bioassays with synthetic BEs confirmed attraction of female C. ubica and C. impicticornis to conspecific synthetic pheromone, but not to heterospecific synthetic pheromone. Chinavia impicticornis appeared not to discriminate behaviorally between the conspecific pheromone and its enantiomer. Coupled GC-electroantennography with antennae from females suggested that C. ubica and C. impicticornis possess olfactory receptors for both cis-(Z)-(4S)-BE and trans-(Z)-(4S)-BE. The results in this study confirm that C. ubica and C. impicticornis,as forother Chinavia and Nezara spp., utilize cis-(Z)-(4S)-BE and trans-(Z)-(4S)-BE as sex pheromone components, with different ratios guaranteeing species specificity. Furthermore, the results suggest that the absolute stereochemistry of BEs may be less important for conspecific recognition than the relative stereochemistry between the epoxide group and the alkyl substituent on the bisabolene ring.
653 $aFeromônio sexual
653 $aHeteroptera Pentatomidae
653 $aPraga de soja
653 $aSoybean pest
700 1 $aLAUMANN, R. A.
700 1 $aOLIVEIRA, M. W. M. de
700 1 $aWOODCOCK, C. M.
700 1 $aMAYON, P.
700 1 $aHOOPER, A.
700 1 $aPICKETT, J. A.
700 1 $aBIRKETT, M. A.
700 1 $aBORGES, M.
773 $tJournal of Chemical Ecology$gv. 38, p. 836-845, 2012.
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| 78. |  | SANTOS, R. S.; FAZOLIN, M. Pragas. In: ANDRADE NETO, R. de C.; NOGUEIRA, S. R.; NEGREIROS, J. R. da S.; NASCIMENTO, G. C. do (ed.). Cultura do maracujazeiro no Estado do Acre. Rio Branco, AC: Embrapa Acre, 2021. (Embrapa Acre. Sistema de produção, 10). Publicação eletrônica.| Tipo: Capítulo em Livro Técnico-Científico |
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