Organic chemical analysis and biosynthetic study of fatty acids and the metabolites produced by mites

• Project/Area Number: 22780106
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Single-year Grants
• Research Field: Bioproduction chemistry/Bioorganic chemistry
• Research Institution: Kyoto Gakuen University
• Principal Investigator: SHIMIZU Nobuhiro 京都学園大学, バイオ環境学部, 准教授 (30434658)
• Project Period (FY): 2010 – 2011
• Project Status: Completed (Fiscal Year 2011)
• Budget Amount: ¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000); Fiscal Year 2011: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000); Fiscal Year 2010: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
• Keywords: 脂肪酸 / 生合成 / 代謝機構 / コナダニ / 二次代謝産物 / 脂質 / 有機合成

Research Abstract

The biosynthesis of linoleic acid is generally restricted to animals capable of inserting a double bond into theω-6 position of oleic acid, and includes specific class of insects. The de novo biosynthesis of linoleic acid was demonstrated by incorporation experiments of isotope-labeled compounds in astigmatid mites. To demonstrate the direct conversion of linoleic acid into unsaturated hydrocarbon, labeled positions and incorporation rates in those compounds were determined by NMR spectra. As a result, the data support a mechanism in which linoleic acid is converted to unsaturated hydrocarbon by release of CO_2 or CO.

Research Products

• [Journal Article] The absolute configuration of chrysomelidial : a widely distributed defensive component among Oribotririid mites(Acari : Oribatida) (2012)
  • Author(s): Shimizu, N., Yakumaru, R., Sakata, T., Shimano, S., Kuwahara, Y
  • Journal Title: Journal of Chemical Ecology Volume: 38 Issue: 1 Pages: 29-35
  • DOI: 10.1007/s10886-012-0064-3
  • Peer Reviewed
• [Journal Article] n-Hexyl Laurate and Fourteen Related Fatty Acid Esters : New Secretory Compounds from the Julid Millipede, Anaulaciulus sp (2012)
  • Author(s): Shimizu N., Kuwahara Y., Yakumaru R., Tanabe T.
  • Journal Title: Journal of Chemical Ecology Volume: 38 Issue: 1 Pages: 23-28
  • DOI: 10.1007/s10886-012-0063-4
  • Peer Reviewed
• [Journal Article] Geraniol, E-3, 7-dimethyl-2, 6-octadien-1-ol, as the alarm pheromone of the sycamore lace bug Corythucha ciliata (2011)
  • Author(s): Kuwahara, Y., Kawai, A., Shimizu, N., Tokumaru, S., Ueyama, H
  • Journal Title: Journal of Chemical Ecology Volume: 37 Issue: 11 Pages: 1211-1215
  • DOI: 10.1007/s10886-011-0025-2
  • Peer Reviewed
• [Journal Article] Release of hydrogen cyanide via a post-secretion Schotten-Baumann reaction in defensive fluids of polydesmoid millipedes (2011)
  • Author(s): Kuwahara, Y., Shimizu, N., Tanabe, T
  • Journal Title: Journal of Chemical Ecology Volume: 37 Issue: 3 Pages: 232-238
  • DOI: 10.1007/s10886-011-9920-9
  • Peer Reviewed
• [Journal Article] Release of hydrogen cyanide via a post-secretion Schotten-Baumann reaction in defensive fluids of polydesmoid millipedes. (2011)
  • Author(s): Kuwahara, Y., Shimizu, N., Tanabe, T.
  • Journal Title: Journal of Chemical Ecology Volume: 37 Pages: 232-238
  • Peer Reviewed
• [Journal Article] Concise synthesis of 5, 6-dihydrovaltrate leading to enhanced Rev-export inhibitory congener (2010)
  • Author(s): Tamura, S., Fujiwara, K., Shimizu, N., Shingo, T., Kimura, T., Murakami, N
  • Journal Title: Bioorganic & Medicinal Chemistry Volume: 18 Pages: 5975-5980
  • Peer Reviewed
• [Journal Article] Concise synthesis of 5,6-dihydrovaltrate leading to enhanced Rev-export inhibitory congener. (2010)
  • Author(s): Tamura, S., Fujiwara, K., Shimizu, N., Shingo, T., Kimura, T., Murakami, N.
  • Journal Title: Bioorganic & Medicinal Chemistry Volume: 18 Pages: 5975-5980
  • Peer Reviewed
• [Presentation] 花香に含まれる2-エチルヘキサノールとその誘導体 (2012)
  • Author(s): 桑原保正
  • Organizer: 日本農芸化学会2012年度大会
  • Place of Presentation: 京都女子大学
• [Presentation] コガタルリハムシGastrophysa atrocyaneaの防御物質によるアリ忌避活性 (2012)
  • Author(s): 薬丸亮太
  • Organizer: 日本農芸化学会2012年度大会
  • Place of Presentation: 京都女子大学
• [Presentation] Volatile Chemicals from the Drywood Termite Incisitermes minor (2012)
  • Author(s): Emiria Chrysanti
  • Organizer: 第62回日本木材学会
  • Place of Presentation: 北海道大学
• [Presentation] Volatile Chemicals from the Drywood Termite Incisitermes minor (Hagen) (Blattodea : Kalotermitidae) (2012)
  • Author(s): Emiria Chrysanti
  • Organizer: 第62回日本木材学会
  • Place of Presentation: 北海道大学
• [Presentation] 脂肪酸の脱炭酸反応を利用したコナダニ由来脂肪族ギ酸エステルの合成 (2011)
  • Author(s): 清水伸泰
  • Organizer: 日本環境動物昆虫学会年次大会
  • Place of Presentation: 宮崎県宮崎市ホテルメリージュ
• [Presentation] N-Hexyl laurate and fourteen related esters other than benzoquinones from an unidentified Anaulaciulus sp.(Julida : Julidae) (2011)
  • Author(s): Nobuhiro Shimizu
  • Organizer: International Society of Chemical Ecology, 27th Annual Meeting
  • Place of Presentation: Vancouver, Canada
• [Presentation] ゴミコナダニの一種Sancassania mycophaga由来新規脂肪酸エステルの同定 (2011)
  • Author(s): 藤原昴希
  • Organizer: 日本農芸化学会2011年度大会
  • Place of Presentation: 京都女子大学
• [Presentation] グンバイ7種が分泌する体表成分の比較と生物活性 (2011)
  • Author(s): 桑原保正
  • Organizer: 日本農芸化学会2011年度大会
  • Place of Presentation: 京都女子大学
• [Presentation] n-Hexyl laurate and fourteen related esters other than benzoquinones from an unidentified Anaulaciulus sp.(Julida : Julidae) (2011)
  • Author(s): Nobuhiro Shimizu
  • Organizer: International Society of Chemical Ecology, 27^<th> Annual Meeting
  • Place of Presentation: Vancouver, Canada
• [Presentation] Absolute stereochemistry of iridoid monoterpene widely distributed among Oribotririidae mites(Acari : Oribatida) (2010)
  • Author(s): Nobuhiro Shimizu
  • Organizer: International Society of Chemical Ecology, 26th Annual Meeting
  • Place of Presentation: Tours, France
• [Presentation] Absolute stereochemistry of iridoid monoterpene widely distributed among Oribotririidae mites (Acari : Oribatida) (2010)
  • Author(s): Nobuhiro Shimizu, Ryota Yakumaru, Tomoyo Sakata, Yasumasa Kuwahara
  • Organizer: International Society of Chemical Ecology, 26^<th> Annual Meeting
  • Place of Presentation: Tours, France