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 | Acesso ao texto completo restrito à biblioteca da Embrapa Arroz e Feijão. Para informações adicionais entre em contato com cnpaf.biblioteca@embrapa.br. |
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Registro Completo |
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Biblioteca(s): |
Embrapa Arroz e Feijão; Embrapa Recursos Genéticos e Biotecnologia. |
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Data corrente: |
09/08/2013 |
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Data da última atualização: |
24/06/2024 |
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Tipo da produção científica: |
Artigo em Periódico Indexado |
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Autoria: |
OLIVEIRA, M. W. M. de; BORGES, M.; ANDRADE, C. K. Z.; LAUMANN, R. A.; BARRIGOSSI, J. A. F.; BLASSIOLI-MORAES, M. C. |
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Afiliação: |
MARCIO WANDRE MORAIS DE OLIVEIRA, CENARGEN; MIGUEL BORGES, CENARGEN; CARLOS KLEBER ZAGO ANDRADE, UNIVERSIDADE DE BRASÍLIA; RAUL ALBERTO LAUMANN, CENARGEN; JOSE ALEXANDRE F BARRIGOSSI, CNPAF; MARIA CAROLINA BLASSIOLI MORAES, CENARGEN. |
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Título: |
Zingiberenol, (1S,4R,1'S)-4-(1',5'-Dimethylhex-4'-enyl)-1-methylcyclohex-2-en-1-ol, identified as the sex pheromone produced by males of the rice stink bug Oebalus poecilus (Heteroptera: Pentatomidae). |
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Ano de publicação: |
2013 |
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Fonte/Imprenta: |
Journal of Agricultural and Food Chemistry, Easton, v. 61, n. 32, p. 7777-7785, Aug. 2013. |
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DOI: |
dx.doi.org/10.1021/jf402765b |
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Idioma: |
Inglês |
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Conteúdo: |
Bioassays using an olfactometer showed that Oebalus poecilus males produce the sexual pheromone, and the chemical analysis demonstrated that this compound is zingiberenol. Two groups of isomers, each containing four diastereoisomers, (1RS,4RS,1'S)- and (1RS,4RS,1'R)-zingiberenol, were prepared. These diastereoisomers were not separated on a chiral GC column. Therefore, to determine the absolute configuration of the carbon 1, 4, and 1' of zingiberenol produced by males, the following strategies were conducted. The extract containing males volatiles was submitted to dehydration microchemistry to produce zingiberene, in which the isomers are separated by chiral GC analysis, and by comparison with the natural zingiberene from ginger oil, the absolute stereochemistry of the carbons 4 and 1' was determined to be R and S, respectively, and the carbon 1 was determined as R from the 13C NMR spectra of quercivorol. Finally, the bioassays showed that O. poecilus females responded to racemic mixture and to (1RS,4RS,1'S)-zingiberenol. |
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Thesagro: |
Arroz; Comportamento sexual; Percevejo. |
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Thesaurus Nal: |
Oebalus poecilus; Olfactometers; Semiochemicals; Sexual behavior. |
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Categoria do assunto: |
O Insetos e Entomologia |
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Marc: |
LEADER 02013naa a2200277 a 4500
001 1975206
005 2024-06-24
008 2013 bl uuuu u00u1 u #d
024 7 $adx.doi.org/10.1021/jf402765b$2DOI
100 1 $aOLIVEIRA, M. W. M. de
245 $aZingiberenol, (1S,4R,1'S)-4-(1',5'-Dimethylhex-4'-enyl)-1-methylcyclohex-2-en-1-ol, identified as the sex pheromone produced by males of the rice stink bug Oebalus poecilus (Heteroptera$bPentatomidae).$h[electronic resource]
260 $c2013
520 $aBioassays using an olfactometer showed that Oebalus poecilus males produce the sexual pheromone, and the chemical analysis demonstrated that this compound is zingiberenol. Two groups of isomers, each containing four diastereoisomers, (1RS,4RS,1'S)- and (1RS,4RS,1'R)-zingiberenol, were prepared. These diastereoisomers were not separated on a chiral GC column. Therefore, to determine the absolute configuration of the carbon 1, 4, and 1' of zingiberenol produced by males, the following strategies were conducted. The extract containing males volatiles was submitted to dehydration microchemistry to produce zingiberene, in which the isomers are separated by chiral GC analysis, and by comparison with the natural zingiberene from ginger oil, the absolute stereochemistry of the carbons 4 and 1' was determined to be R and S, respectively, and the carbon 1 was determined as R from the 13C NMR spectra of quercivorol. Finally, the bioassays showed that O. poecilus females responded to racemic mixture and to (1RS,4RS,1'S)-zingiberenol.
650 $aOebalus poecilus
650 $aOlfactometers
650 $aSemiochemicals
650 $aSexual behavior
650 $aArroz
650 $aComportamento sexual
650 $aPercevejo
700 1 $aBORGES, M.
700 1 $aANDRADE, C. K. Z.
700 1 $aLAUMANN, R. A.
700 1 $aBARRIGOSSI, J. A. F.
700 1 $aBLASSIOLI-MORAES, M. C.
773 $tJournal of Agricultural and Food Chemistry, Easton$gv. 61, n. 32, p. 7777-7785, Aug. 2013.
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Embrapa Recursos Genéticos e Biotecnologia (CENARGEN) |
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| 1. |  | FERREIRA, C. R.; BURGSTALLER, J. P.; PERECIN, F.; GARCIA, J. M.; CHIARATTI, M. R.; MÉO, S. C.; MULLER, M.; SMITH, L. C.; MEIRELLES, F. V.; STEINBORN, R. Pronounced segregation of donor mitochondria introduced by bovine Ooplasmic tranfer to the female germ-line. Biology of Reproduction, v. 82, n. 03, p. 563-571, mar. 2010.| Tipo: Artigo em Periódico Indexado | Circulação/Nível: A - 1 |
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