[논문]Juvenile hormone III skipped bisepoxide, not its stereoisomers, as a juvenile hormone of the bean bug Riptortus pedestris

Ando, Yumi; Matsumoto, Keiji; Misaki, Kumi; Mano, Genyu; Shiga, Sakiko; Numata, Hideharu; Kotaki, Toyomi; Shinada, Tetsuro; Goto, Shin G.

doi:10.1016/j.ygcen.2020.113394

Juvenile hormone III skipped bisepoxide, not its stereoisomers, as a juvenile hormone of the bean bug Riptortus pedestris 원문보기

General and comparative endocrinology, v.289, 2020년, pp.113394 -

Ando, Yumi (Department of Material Science, Graduate School of Science, Osaka City University) , Matsumoto, Keiji (Department of Biology and Geosciences, Graduate School of Science, Osaka City University) , Misaki, Kumi (Department of Material Science, Graduate School of Science, Osaka City University) , Mano, Genyu (Department of Biology and Geosciences, Graduate School of Science, Osaka City University) , Shiga, Sakiko (Department of Biology and Geosciences, Graduate School of Science, Osaka City University) , Numata, Hideharu (Department of Zoology, Graduate School of Science, Kyoto University) , Kotaki, Toyomi (Institute of Agrobiological Sciences, National Agriculture and Food Research Organization) , Shinada, Tetsuro (Department of Material Science, Graduate School of Science, Osaka City University) , Goto, Shin G. (Department of Biology and Geosciences, Graduate School of Science, Osaka City University)

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Abstract Juvenile hormone (JH) plays a pivotal role in many aspects of insect physiology. Although its presence was first reported in a blood-sucking bug belonging to the suborder Heteroptera (true bugs), JH species in the group has long been controversial. Although some recent studies proposed a putative JH molecular species in several Heteropteran species, it is not conclusive because physicochemical analyses were insufficient in most cases. Here, we studied this issue with an ultraperformance liquid chromatography–tandem mass spectrometer (UPLC-MS/MS) equipped with C18 and chiral columns in the bean bug Riptortus pedestris (Heteroptera, Alydidae), in which the JH species has long been controversial. Although a recent study describes JHSB3 as the major JH of this species, that finding was not conclusive because its chirality has not been clarified. In the present study, we detected methyl (2R,3S,10R)-2,3;10,11-bisepoxyfarnesoate, commonly named juvenile hormone III skipped bisepoxide (JHSB3), in the culture media of the corpora cardiaca-corpus allatum (CC-CA) complex and in the hemolymph of this species by a chiral ultraperformance liquid chromatography- tandem mass spectrometer (UPLC-MS/MS). Other JHSB3 stereoisomers were not detected. Topical application of JHSB3 effectively averted diapause. These results indicate that JHSB3 is the major JH of R. pedestris. The present study further revealed that JHSB3 and its (2R,3S,10S) isomer are more potent than (2S,3R,10R) and (2S,3R,10S) isomers, which suggests that there is a significance to the configuration of the 2,3-epoxide moiety in JH action. We further found a supplemental significance to the configuration of the 10-position. Highlights Juvenile hormone of the heteropteran species has long been controversial. We detected JHSB3 in the CC-CA product and in the hemolymph of a bean bug with a chiral UPLC-MS/MS. Topical application of JHSB3 effectively averted diapause. These results indicate that JHSB3 is the major JH of the bean bug. A significance to the configuration of the 2,3-epoxide moiety was found in JHSB3 action.

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참고문헌 (35)

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Juvenile hormone III skipped bisepoxide, not its stereoisomers, as a juvenile hormone of the bean bug Riptortus pedestris 원문보기

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