dc.contributor.author | Muraki, Yuta | |
dc.contributor.author | Yamakawa, Rei | |
dc.contributor.author | Yamamoto, Masanobu | |
dc.contributor.author | Naka, Hideshi | |
dc.contributor.author | Honma, Atsushi | |
dc.contributor.author | Mappes, Johanna | |
dc.contributor.author | Suisto, Kaisa | |
dc.contributor.author | Ando, Tetsu | |
dc.date.accessioned | 2017-10-31T06:10:13Z | |
dc.date.available | 2017-10-31T06:10:13Z | |
dc.date.issued | 2017 | |
dc.identifier.citation | Muraki, Y., Yamakawa, R., Yamamoto, M., Naka, H., Honma, A., Mappes, J., Suisto, K., & Ando, T. (2017). GC/FT-IR Analysis of Novel 4,6,9-Triene and 2,4,6,9-Tetraene Occurring in a Female Pheromone Gland of Arctia plantaginis (Erebidae: Arctiinae). <i>American Journal of Analytical Chemistry</i>, <i>8</i>(10), Article 79871. <a href="https://doi.org/10.4236/ajac.2017.810047" target="_blank">https://doi.org/10.4236/ajac.2017.810047</a> | |
dc.identifier.other | CONVID_27305610 | |
dc.identifier.other | TUTKAID_75445 | |
dc.identifier.uri | https://jyx.jyu.fi/handle/123456789/55729 | |
dc.description.abstract | Fifteen subspecies of the wood tiger moth, Arctia plantaginis (Lepidoptera:
Erebidae: Arctiinae), have been recorded in the Northern Hemisphere. An
analysis of crude pheromone extracts by GC equipped with an electroantennographic
(EAG) detector showed four EAG-active components (Comps.
I–IV) that were commonly involved in the pheromone glands of two subspecies
inhabiting Japan and Finland. Comp. I is a major component (>75%) and
the others are minor components (3% - 15%). Their mass spectra, measured
by GC/MS, revealed the chemical structures of C21 unsaturated hydrocarbons
as follows: 3,6,9-triene for Comp. I, 4,6,9-triene for Comp. II, 1,3,6,9-tetraene
for Comp. III, and 2,4,6,9-tetraene for Comp. IV. Comps. I and III are known
Type II pheromone compounds, and their retention times coincide with those
of the authentic standards with all Z configurations. As a next step, the extract
was analyzed by GC/FT-IR to determine the configuration of Comps. II and
IV. Their IR spectra showed two characteristic C-H bending absorptions
around 990 and 945 cm−1 due to the conjugated dienyl moieties; thus, Z and E
configurations were assigned to the double bonds at the 2- and 4-positions,
respectively. Their Z double bonds at the 6- and 9-positions are indicated by
no absorptions around 970 cm−1
, due to the isolated double bonds with E configurations.
Finally, the structures of Comps. II and IV were confirmed by
synthesis using a double Wittig reaction. The synthetic (4E,6Z,9Z)-4,6,9-triene
and (2Z,4E,6Z,9Z)-2,4,6,9-tetraene showed strong EAG activity, and their chemical data coincided well with those of the natural Comps. II and IV, indicating
the correctness of the structure determination by GC/FT-IR analysis
and its usefulness for Type II pheromone compounds. | |
dc.language.iso | eng | |
dc.publisher | Scientific Research Publishing, Inc. | |
dc.relation.ispartofseries | American Journal of Analytical Chemistry | |
dc.subject.other | insect sex pheromone | |
dc.title | GC/FT-IR Analysis of Novel 4,6,9-Triene and 2,4,6,9-Tetraene Occurring in a Female Pheromone Gland of Arctia plantaginis (Erebidae: Arctiinae) | |
dc.type | article | |
dc.identifier.urn | URN:NBN:fi:jyu-201710264069 | |
dc.contributor.laitos | Bio- ja ympäristötieteiden laitos | fi |
dc.contributor.laitos | Department of Biological and Environmental Science | en |
dc.contributor.oppiaine | Ekologia ja evoluutiobiologia | fi |
dc.contributor.oppiaine | Evoluutiotutkimus (huippuyksikkö) | fi |
dc.contributor.oppiaine | Ecology and Evolutionary Biology | en |
dc.contributor.oppiaine | Centre of Excellence in Evolutionary Research | en |
dc.type.uri | http://purl.org/eprint/type/JournalArticle | |
dc.date.updated | 2017-10-26T09:15:04Z | |
dc.type.coar | http://purl.org/coar/resource_type/c_2df8fbb1 | |
dc.description.reviewstatus | peerReviewed | |
dc.relation.issn | 2156-8251 | |
dc.relation.numberinseries | 10 | |
dc.relation.volume | 8 | |
dc.type.version | publishedVersion | |
dc.rights.copyright | © 2017 by Authors and Scientific Research Publishing Inc. This work is licensed under the Creative Commons Attribution International License (CC BY 4.0). | |
dc.rights.accesslevel | openAccess | fi |
dc.subject.yso | luonnontuotteet | |
jyx.subject.uri | http://www.yso.fi/onto/yso/p9545 | |
dc.rights.url | https://creativecommons.org/licenses/by/4.0/ | |
dc.relation.doi | 10.4236/ajac.2017.810047 | |
dc.type.okm | A1 | |