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In vitro behaviour of risky compound in oil and foods

Research Project

Project/Area Number 25450197
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Food science
Research InstitutionOsaka Municipal Technical Research Institute

Principal Investigator

Watanabe Yomi  地方独立行政法人大阪市立工業研究所, 生物・生活材料研究部, 研究主任 (60416310)

Co-Investigator(Kenkyū-buntansha) 室田 佳恵子  近畿大学, 理工学部, 准教授 (40294681)
佐藤 博文  地方独立行政法人大阪市立工業研究所, 生物・生活材料研究部, 研究員 (70443546)
Research Collaborator KAZE Naoki  植田製油株式会社
Project Period (FY) 2013-04-01 – 2017-03-31
Project Status Completed (Fiscal Year 2016)
Budget Amount *help
¥5,330,000 (Direct Cost: ¥4,100,000、Indirect Cost: ¥1,230,000)
Fiscal Year 2015: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2014: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2013: ¥2,990,000 (Direct Cost: ¥2,300,000、Indirect Cost: ¥690,000)
Keywordsモノクロロプロパンジオール / MCPD / グリシドール / 吸収性 / 毒性 / Caco2 / V76 / 膵リパーゼ / 小腸吸収性 / Caco-2 / エポキシド
Outline of Final Research Achievements

2- monochrolopropane diol (MCPD), the isomer of 3-MCPD, and their fatty acyl esters were synthesized and their first stage behavior after the intake were estimated in vitro. MCPD esters were estimated to be hydrolyzed to free form by pancreatic lipase and by enzymes secreted by the small intestine, and to be absorbed non-selectively and passively. Little difference was observed in the intestinal absorption btw the 2- and 3-MCPD isomers. Absorption in MCPD ester form was not observed in vitro.

Report

(5 results)
  • 2016 Annual Research Report   Final Research Report ( PDF )
  • 2015 Research-status Report
  • 2014 Research-status Report
  • 2013 Research-status Report
  • Research Products

    (32 results)

All 2017 2016 2015 2014 Other

All Journal Article (11 results) (of which Peer Reviewed: 11 results,  Acknowledgement Compliant: 1 results,  Open Access: 4 results) Presentation (20 results) (of which Int'l Joint Research: 4 results,  Invited: 6 results) Patent(Industrial Property Rights) (1 results)

  • [Journal Article] The collaborative study on the enzymatic analysis of positional distribution of short- and medium chain fatty acids in milk fat using immobilized Candida antarctica lipase B2016

    • Author(s)
      K. Yoshinaga, S. Sato, R. Sasaki, M. Asada, R. Hori, J. Imagi, Y. Miyazaki, T. Nagai, K. Saito, T. Sano, A. Sasaki, C. Sato, Y. Tsukahara, A. Yamashita, S. Watanabe, Yomi Watanabe
    • Journal Title

      J Oleo Science

      Volume: 65 Pages: 291-302

    • NAID

      130005141002

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Enzymatic conversion of acid oils to biodiesel2016

    • Author(s)
      Sobhi Basheer, Yomi Watanabe
    • Journal Title

      Lipid Technology

      Volume: 28 Issue: 1 Pages: 16-18

    • DOI

      10.1002/lite.201600003

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Estimation of the intestinal absorption and metabolism behaviors of 2- and 3-monochloropropanediol esters2016

    • Author(s)
      (Naoki Kaze,) Yomi Watanabe, Hirofumi Sato, Kaeko Murota, Miyako Kotaniguchi, Hiroshi Yamamoto, Hiroshi Inui, Shinichi Kitamura
    • Journal Title

      Lipids

      Volume: 51 Pages: 913-922

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Collaborative study of an indirect enzymatic method for the simultaneous analysis of 3-MCPD, 2-MCPD and glycidyl esters in edible oils2016

    • Author(s)
      K. Koyama, K. Miyazaki, K. Abe, Y. Egawa, H. Kido, T. Kitta, T. Miyashita, T. Nezu, H. Nohara, T. Sano, Y. Takahashi, H. Taniguchi, H. Yada, K. Yamazaki, Y. Watanabe
    • Journal Title

      J Oleo Science

      Volume: 65 Pages: 557-568

    • NAID

      130005159771

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Effects of minor components of crude vegetable oil on the enzymatic method to analyze positional fatty acid distributions in triacylglycerols with Candida antarctica lipase B2016

    • Author(s)
      Ryuji Hori, Takashi Sano, Jun Imagi, Yomi Watanabe
    • Journal Title

      J Oleo Science

      Volume: 65 Pages: 923-928

    • NAID

      130005267935

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Regiospecific Distribution of <i>trans</i>-Octadecenoic Acid Positional Isomers in Triacylglycerols of Partially Hydrogenated Vegetable Oil and Ruminant Fat2015

    • Author(s)
      Kazuaki Yoshinaga, Yoshinori Kawamura, Takashi Kitayama, Toshiharu Nagai, Hoyo Mizobe, Koichi Kojima, Yomi Watanabe, Shinichi Sato, Fumiaki Beppu, Naohiro Gotoh
    • Journal Title

      Journal of Oleo Science

      Volume: 64 Issue: 6 Pages: 617-624

    • DOI

      10.5650/jos.ess15008

    • NAID

      130005072052

    • ISSN
      1345-8957, 1347-3352
    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Open Access
  • [Journal Article] Alteration of Wax Ester Content and Composition in Euglena2015

    • Author(s)
      Masami Nakazawa, Hiroko Andoh, Keiichiro Koyama , Yomi Watanabe et al.
    • Journal Title

      Lipids

      Volume: 50 Issue: 5 Pages: 483-492

    • DOI

      10.1007/s11745-015-4010-3

    • Related Report
      2015 Research-status Report 2014 Research-status Report
    • Peer Reviewed
  • [Journal Article] Enzymatic analysis of positional fatty acid distributions in triacylglycerols by 1(3)-selective transesterification with Candida antarctica lipase B: a collaborative study2015

    • Author(s)
      Yomi Watanabe, Shinichi Sato, Mihoko Asada, Toshiharu Arishima, Yasuhiro Iida, Jun Imagi, Katsuyoshi Saito, Takashi Sano, Akiko Sasaki, Ryo Sasaki, Chiemi Sato, Tadahisa Shibuya, Yuki Tsukahara,Toshiharu Nagai,Toru Fukazawa, Ryuji Hori, Rika Homma, Yosuke Miyazaki, Atsushi Yamashita, Kazuaki Yoshinaga, Shimpei Watanabe
    • Journal Title

      J. Oleo Sci

      Volume: 64 Pages: 1193-1205

    • NAID

      130005105689

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Open Access
  • [Journal Article] Optimization of an Indirect Enzymatic Method for the Simultaneous Analysis of 3-MCPD, 2-MCPD, and Glycidyl Esters in Edible Oils.2015

    • Author(s)
      Koyama Kazuo; Miyazaki Kinuko; Abe Kousuke; Ikuta Keiich; Egawa Yoshitsugu; Kitta Tadashi; Kido Hirotsugu; Sano Takashi; Takahashi Yukinari; Nezu Toru; Hidenori Nohara, Takashi Miyashita, Hiroshi Yada, Kumiko Yamazaki, Yomi Watanabe
    • Journal Title

      J. Oleo Sci

      Volume: 64 Pages: 1057-1064

    • NAID

      130005100878

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Open Access
  • [Journal Article] Assignment of Milk Fat Fatty Acid Propyl Esters by GC-FID Analysis with the Aid of Ag-ion Solid-phase Extraction2015

    • Author(s)
      Ryo Sasaki, Masatoshi Umezawa, Satoru Tsukahara, Takashi Ishiguro, Shinichi Sato, Yomi Watanabe
    • Journal Title

      Journal of Oleo Science

      Volume: 64 Issue: 12 Pages: 1251-1258

    • DOI

      10.5650/jos.ess15125

    • NAID

      130005112178

    • ISSN
      1345-8957, 1347-3352
    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Open Access
  • [Journal Article] Enzymatic Analysis of Positional Distribution of Fatty Acids in Solid Fat by 1,3-Selective Transesterification with Candida antarctica Lipase B2014

    • Author(s)
      Yomi Watanabe, Shinichi Sato, Saiko Sera, Chiemi Sato, Kazuaki Yoshinaga, Toshiharu Nagai, Ryota Sato, Hiroaki Iwasaka, Tsunehiro Aki
    • Journal Title

      J. Am. Oil Chem. Soc

      Volume: 91 Pages: 1323-1330

    • Related Report
      2014 Research-status Report
    • Peer Reviewed
  • [Presentation] 食事性リン脂質の構成脂肪酸が腸管吸収過程における消化性に及ぼす影響2017

    • Author(s)
      室田佳恵子、平野明伽音、渡辺嘉、大久保剛
    • Organizer
      日本農芸化学会2017年度大会
    • Place of Presentation
      京都女子大学(京都市)
    • Year and Date
      2017-03-19
    • Related Report
      2016 Annual Research Report
  • [Presentation] Enzymatic PUFA concentration in single cell oil from Auranthiochitrium sp.2016

    • Author(s)
      〇Yomi Watanabe, Sayuri Norito, Tsunehiro Aki, Araki Masuyama
    • Organizer
      12th International Symposium on Biocatalysis and Agricultural Biotechnology
    • Place of Presentation
      香港大学(香港)
    • Year and Date
      2016-10-17
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] チロソール脂肪酸エステルの酵素合成2016

    • Author(s)
      海道早希乃、渡辺嘉、佐藤博文、長船有里、風直樹、益山新樹
    • Organizer
      日本油化学会第55回年会
    • Place of Presentation
      奈良女子大学
    • Year and Date
      2016-09-08
    • Related Report
      2016 Annual Research Report
  • [Presentation] MCPD脂肪酸エステルの分解・吸収性の推定2016

    • Author(s)
      渡辺嘉、風直樹、佐藤博文、室田佳恵子
    • Organizer
      日本油化学会第55回年会
    • Place of Presentation
      奈良女子大学(奈良市)
    • Year and Date
      2016-09-07
    • Related Report
      2016 Annual Research Report
    • Invited
  • [Presentation] オーランチオキトリウム油中の高度不飽和脂肪酸の酵素濃縮2016

    • Author(s)
      則藤紗友梨、渡辺嘉、秋庸裕、益山新樹
    • Organizer
      日本油化学会第55回年会
    • Place of Presentation
      奈良女子大学(奈良市)
    • Year and Date
      2016-09-07
    • Related Report
      2016 Annual Research Report
  • [Presentation] Estimation of digestion and intestinal absorbability of 2-, and 3-monochloropropane diol esters2015

    • Author(s)
      Naoki Kaze, Hirofumi Sato, Taro Kiso, Motohiro Shizuma, Kaeko Murota, Miyako Kotaniguchi, Shinichi Kitamura, Hiroshi Yamamoto, 〇Yomi Watanabe
    • Organizer
      The 18th Japanese-German Workshop on Enzyme Technology
    • Place of Presentation
      京都大学、京都
    • Year and Date
      2015-09-15
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] sn-2位脂肪酸組成を分析する酵素法の高融点油脂への適用性2015

    • Author(s)
      渡辺嘉 益山新樹
    • Organizer
      日本油化学会第54回大会
    • Place of Presentation
      名城大学、名古屋
    • Year and Date
      2015-09-08
    • Related Report
      2015 Research-status Report
  • [Presentation] ユーグレナワックスエステル生産制御に向けたケトアシルCoAチオラーゼの機能解明2015

    • Author(s)
      小山啓一郎、中澤昌美、安藤博子、渡辺 嘉、中井猛夫、上田光宏
    • Organizer
      日本農芸化学会関西支部例会
    • Place of Presentation
      大阪府立大学、大阪
    • Year and Date
      2015-07-04
    • Related Report
      2015 Research-status Report
  • [Presentation] Applicability of a novel enzymatic method to the analysis of positional FA distribution in milk fat2015

    • Author(s)
      ○Yomi Watanabe, Ryuji Hori, Yosuke Miyazaki, Toshiharu Nagai, Katsuyoshi Saito, Takashi Sano, Akiko Sasaki, Ryo Sasaki, Shinichi Sato, Chiemi Sato, Tadahisa Shibuya, Yuki Tsukahara, Atsushi Yamashita, Kazuaki Yoshinaga, Shimpei Watanabe, Rika Homma, Jun Imagi, Mihoko Asada
    • Organizer
      106th AOCS Annual Meeting and Industry Showcases
    • Place of Presentation
      Orlando, USA
    • Year and Date
      2015-05-05
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] Digestion of 2-, and 3-MCPD esters by pancreas lipase and estimation of their intestinal absorbability2015

    • Author(s)
      Naoki Kaze, Hirofumi Sato, Kaeko Murota, Syun Kumamoto, Miyako Kotaniguchi, Hiroshi Inui, Shinichi Kitamura, Hiroshi Yamamoto, ○Yomi Watanabe
    • Organizer
      106th AOCS Annual Meeting and Industry Showcases
    • Place of Presentation
      Orlando, USA
    • Year and Date
      2015-05-04
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] Analysis of positional distribution of fatty acid in milk fat using a novel enzymatic method2014

    • Author(s)
      Yomi Watanabe, Mihoko Asada, Jun Imagi, Katsuyoshi Saito, Akiko Sasaki, Ryo Sasaki, Shinichi Sato, Chiemi Sato, Takashi Sano, Tadahisa Shibuya, Toshiharu Nagai, Yuki Tsukahara, Ryuji Hori, Rika Homma, Yosuke Miyazaki, Atsushi Yamashita, Kazuaki Yoshinaga, Shimpei Watanabe
    • Organizer
      Active Enzyme Molecule 2014
    • Place of Presentation
      富山国際会議場(富山県富山市)
    • Year and Date
      2014-12-18 – 2014-12-19
    • Related Report
      2014 Research-status Report
  • [Presentation] Identification of hydrolysates of 2-, and 3-MCPD esters by pancreas lipase and estimation of their intestinal absorbability2014

    • Author(s)
      Naoki Kaze, Hirofumi Sato, Kaeko Murota, Syun Kumamoto, Miyako Kotaniguchi, Shinichi Kitamura, Hiroshi Yamamoto, *Yomi Watanabe
    • Organizer
      10th International Symposium on Biocatalysis and Agricultural Biotechnology
    • Place of Presentation
      Ishou University, 高雄 (台湾)
    • Year and Date
      2014-10-30
    • Related Report
      2014 Research-status Report
    • Invited
  • [Presentation] 膵リパーゼによる2-および3-MCPDエステルの分解産物の同定と吸収性2014

    • Author(s)
      風直樹・渡辺嘉・室田佳恵子・熊本舜・佐藤博文・小谷口美也子・山本浩志・乾博・北村進一
    • Organizer
      第53回日本油化学会年会
    • Place of Presentation
      ロイトン札幌、札幌
    • Year and Date
      2014-09-09
    • Related Report
      2014 Research-status Report
  • [Presentation] New enzymatic method to determine FA composition at sn-2 of triglycerides. Results of the collaborative study.2014

    • Author(s)
      Yomi Watanabe et al.
    • Organizer
      105th AOCS Annual Meeting and Expo
    • Place of Presentation
      San Antonio, (Henry B. Gonzalez Convention Center) USA
    • Year and Date
      2014-05-07
    • Related Report
      2014 Research-status Report
  • [Presentation] Hydrolysis of 2-MCPD di-esters by porcine pancreas lipase2014

    • Author(s)
      Naoki Kaze, Hirofumi Sato, Hiroshi Yamamoto, *Yomi Watanabe
    • Organizer
      105th AOCS Annual Meeting and Expo
    • Place of Presentation
      San Antonio, (Henry B. Gonzalez Convention Center) USA
    • Year and Date
      2014-05-06
    • Related Report
      2014 Research-status Report
  • [Presentation] Interconversion Between Monochloropropanediol and Glycidol in the Course of DGF Standard Method C-VI 18 (10)

    • Author(s)
      Hirofumi Sato, Naoki Kaze, Hiroshi Yamamoto, Daisuke Ono, Motohiro Shizuma, Yomi Watanabe
    • Organizer
      104th AOCS Annual Meeting & Expo
    • Place of Presentation
      Montreal, Canada
    • Related Report
      2013 Research-status Report
  • [Presentation] DART-MSを用いた脂質・脂質誘導体の分析

    • Author(s)
      佐藤博文、渡辺嘉、渡辺淳、松本恵子、塩田晃久、戸田晋吾
    • Organizer
      日本油化学会第52回年会
    • Place of Presentation
      仙台
    • Related Report
      2013 Research-status Report
  • [Presentation] MCPD/グリシドール類低減のための油脂脱臭行程前処理法およびブタ膵臓リパーゼの2-MCPDエステル水解能

    • Author(s)
      風直樹、渡辺嘉、佐藤博文、山本浩志
    • Organizer
      日本油化学会第52回年会
    • Place of Presentation
      仙台
    • Related Report
      2013 Research-status Report
  • [Presentation] Current status of MCPD/glycidol analysis in fats and oils

    • Author(s)
      Hirofumi Sato, Naoki Kaze, Hiroshi Yamamoto, Yomi Watanabe
    • Organizer
      German-Japanese Workshop on Enzyme Technology
    • Place of Presentation
      Hamburg, Germany
    • Related Report
      2013 Research-status Report
    • Invited
  • [Presentation] Bidirectional conversion of monochloropropanediols (MCPDs) and glycidol in the course of indirect MCPD quantification method

    • Author(s)
      Hirofumi Sato, Naoki Kaze, Hiroshi Yamamoto, Yomi Watanabe
    • Organizer
      9th International symposium on biocatalysis and agricultural biotechnology
    • Place of Presentation
      Piestany (Slovakia)
    • Related Report
      2013 Research-status Report
    • Invited
  • [Patent(Industrial Property Rights)] 低級アルコール脂肪酸エステル化物含有組成物の製造方法2015

    • Inventor(s)
      渡辺 嘉、佐藤博文、小林 英明、保科 亮祐、片桐 一美
    • Industrial Property Rights Holder
      大阪市立工業研究所、キユーピー株式会社
    • Industrial Property Rights Type
      特許
    • Filing Date
      2015-04-01
    • Related Report
      2015 Research-status Report

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Published: 2014-07-25   Modified: 2019-07-29  

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