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Sulfation of alfa,beta-unsaturated carbonyl compounds.

Research Project

Project/Area Number 25660081
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeMulti-year Fund
Research Field Applied biochemistry
Research InstitutionUniversity of Miyazaki

Principal Investigator

SAKAKIBARA Yoichi  宮崎大学, 農学部, 教授 (90295197)

Co-Investigator(Kenkyū-buntansha) SUIKO Masahito  宮崎大学, 農学部, 教授 (00128357)
KUROGI Katsuhisa  宮崎大学, 農学部, 助教 (20647036)
Project Period (FY) 2013-04-01 – 2015-03-31
Project Status Completed (Fiscal Year 2014)
Budget Amount *help
¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Fiscal Year 2014: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2013: ¥2,470,000 (Direct Cost: ¥1,900,000、Indirect Cost: ¥570,000)
Keywords硫酸化 / 硫酸転移酵素 / α,β-不飽和カルボニル化合物 / プロスタグランジン / ナフトキノン / 解毒代謝
Outline of Final Research Achievements

Sulfation is involved in the metabolism and detoxification of drug and endogenous compounds. Cytosolic sulfotransferases (SULTs) responsible for the sulfation reaction have been recognized as enzymes transfering a sulfonate group from the sulfonate donor, 3’-phosphoadenosine 5’-phosphosulfate (PAPS), to a hydroxyl or an amino group of substrate compounds. Recently, we found a new acceptor group of sulfonate, α,β-unsaturated carbonyl, and indeed naphthoquinone compounds have been shown to be sulfated by SULTs. In this study, we focused on the vitamin K as a novel substrate of SULTs, and intended to elucidate the mechanism of the sulfation. As a result of this study, it is clearly shown that vitamin K1 and its metabolite vitamin K3 undergo sulfation by SULTs. Structure of vitamin K3 sulfate was also estimated from the results of mass spectrometry and 1H-NMR. The physiological function of vitamin K sulfation, need to be elucidated by further research.

Report

(3 results)
  • 2014 Annual Research Report   Final Research Report ( PDF )
  • 2013 Research-status Report
  • Research Products

    (23 results)

All 2015 2014 2013

All Journal Article (5 results) (of which Peer Reviewed: 5 results,  Open Access: 2 results) Presentation (18 results) (of which Invited: 2 results)

  • [Journal Article] Sulfation of opioid drugs by human cytosolic sulfotransferases: metabolic labeling study and enzymatic analysis.2014

    • Author(s)
      Kurogi K, Chepak A, Hanrahan MT, Liu MY, Sakakibara Y, Suiko M, Liu MC.
    • Journal Title

      Eur J Pharm Sci.

      Volume: 62 Pages: 40-48

    • DOI

      10.1016/j.ejps.2014.05.003

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Sulfation of phenylephrine by the human cytosolic sulfotransferases.2014

    • Author(s)
      Yamamoto A, Kim J, Liu MY, Kurogi K, Sakakibara Y, Suiko M, Liu MC.
    • Journal Title

      Drug Metab Lett.

      Volume: 8 Pages: 96-100

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Identification of a novel flavonoid glycoside sulfotransferase in Arabidopsis thaliana.2014

    • Author(s)
      Hashiguchi, T., Sakakibara, Y, Shimohira, T., Kurogi, K, Yamasaki, M., Nishiyama, K., Akashi, R., Liu, M. ・C., Suiko, M.
    • Journal Title

      The Journal of Biochemistry

      Volume: 155 Issue: 2 Pages: 91-97

    • DOI

      10.1093/jb/mvt102

    • Related Report
      2013 Research-status Report
    • Peer Reviewed / Open Access
  • [Journal Article] The use of zebrafish as a model system for investigating the role of the SULTs in the metabolism of endogenous compounds an xenobiotics2013

    • Author(s)
      Kurogi, K., Sakakibara, Y., Suiko, M. and Liu, M.-C.
    • Journal Title

      Drug Metabolism Reviews

      Volume: 45 Issue: 4 Pages: 431-440

    • DOI

      10.3109/03602532.2013.835629

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Identification and characterization of a novel kaempferol sulfotransferase in Arabidoosis thaliana.2013

    • Author(s)
      Hashiguchi, T., Sakakibara, Y., Hara Y., Shimohira, T., Kurogi, K., Akashi, R., Liu, M. -C., Suiko, M
    • Journal Title

      Biochemical and Biophysical Research Communications

      Volume: 434 Issue: 4 Pages: 829-835

    • DOI

      10.1016/j.bbrc.2013.04.022

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Presentation] ビタミンKの新規代謝経路としての硫酸化2015

    • Author(s)
      武安智樹、黒木勝久、Ming-Cheh Liu、榊原陽一、水光正仁
    • Organizer
      日本農芸化学会
    • Place of Presentation
      岡山
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Annual Research Report
  • [Presentation] 生体制御分子硫酸体の調製技術の開発2015

    • Author(s)
      下平武彦、黒木勝久、Ming-Cheh Liu、榊原陽一、水光正仁
    • Organizer
      日本農芸化学会
    • Place of Presentation
      岡山
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Annual Research Report
  • [Presentation] 生体制御分子硫酸体の調製技術の開発2014

    • Author(s)
      下平武彦、黒木勝久、橋口拓勇、Ming-Cheh Liu、榊原陽一、水光正仁
    • Organizer
      日本生物工学会九州支部熊本大会
    • Place of Presentation
      熊本
    • Year and Date
      2014-12-06
    • Related Report
      2014 Annual Research Report
  • [Presentation] SULT-mediated Sulfation in Drug Metabolism2014

    • Author(s)
      Ming-Cheh Liu, Yoichi Sakakibara, Katsuhisa Kurogi, Masahito Suiko
    • Organizer
      12th International Symposium on Cytochrome P450 Biodiversity and Biotechnology
    • Place of Presentation
      京都
    • Year and Date
      2014-09-24 – 2014-09-27
    • Related Report
      2014 Annual Research Report
    • Invited
  • [Presentation] Study on the prostaglandin sulfation through a novel sulfation reaction mechanism2014

    • Author(s)
      Katsuhisa Kurogi, Yoichi Sakakibara, Yoshimitsu Kakuta, Takeshi Bamba, Eiichiro Fukusaki, Ming-Cheh Liu, Makoto Kimura, Masahito Suiko
    • Organizer
      12th International Symposium on Cytochrome P450 Biodiversity and Biotechnology
    • Place of Presentation
      京都
    • Year and Date
      2014-09-24 – 2014-09-27
    • Related Report
      2014 Annual Research Report
  • [Presentation] Preparation and functions of regiospecific sulfated polyphenols2014

    • Author(s)
      Takehiko Shimohira, Katsuhisa Kurogi, Takuyu Hashiguchi, Ming-Cheh Liu, Yoichi Sakakibara, Masahito Shiko
    • Organizer
      12th International Symposium on Cytochrome P450 Biodiversity and Biotechnology
    • Place of Presentation
      京都
    • Year and Date
      2014-09-24 – 2014-09-27
    • Related Report
      2014 Annual Research Report
  • [Presentation] ナフトキノン新規代謝経路としての硫酸化とその機能2014

    • Author(s)
      武安智樹、黒木勝久、Ming-Cheh Liu、榊原陽一、水光正仁
    • Organizer
      日本農芸化学会 西日本支部
    • Place of Presentation
      佐賀
    • Year and Date
      2014-09-18 – 2014-09-19
    • Related Report
      2014 Annual Research Report
  • [Presentation] 変異型酵素を用いた PAPS synthetase の酵素学的諸性質に関する研究2014

    • Author(s)
      上中勝護、黒木勝久、Liu Ming-Cheh、水光正仁、榊原陽一
    • Organizer
      レドックスライフイノベーション第170委員会
    • Place of Presentation
      宮崎
    • Year and Date
      2014-08-21 – 2014-08-23
    • Related Report
      2014 Annual Research Report
  • [Presentation] ナフトキノン硫酸化の生理学的意義2014

    • Author(s)
      武安智樹、黒木勝久、榊原陽一、水光正仁
    • Organizer
      レドックスライフイノベーション第170委員会
    • Place of Presentation
      宮崎
    • Year and Date
      2014-08-21 – 2014-08-23
    • Related Report
      2014 Annual Research Report
  • [Presentation] ナフトキノンの標的タンパク質の探索2014

    • Author(s)
      武安智樹、黒木勝久、榊原陽一、水光正仁
    • Organizer
      生物機能研究会
    • Place of Presentation
      大分
    • Year and Date
      2014-07-12
    • Related Report
      2014 Annual Research Report
  • [Presentation] 食品機能性成分の硫酸体の調製技術開発と機能解明2014

    • Author(s)
      下平武彦、黒木勝久、橋口拓勇、Ming-Cheh Liu、榊原陽一、水光正仁
    • Organizer
      生物機能研究会
    • Place of Presentation
      大分
    • Year and Date
      2014-07-12
    • Related Report
      2014 Annual Research Report
  • [Presentation] 変異型酵素を用いた PAPS synthetase の酵素学的諸性質に関する研究2014

    • Author(s)
      上中勝護、黒木勝久、Liu Ming-Cheh、水光正仁、榊原陽一
    • Organizer
      生物機能研究会
    • Place of Presentation
      大分
    • Year and Date
      2014-07-12
    • Related Report
      2014 Annual Research Report
  • [Presentation] 変異型酵素を用いたPAPS symthetaseの酵素学的諸性質検討に関する研究2014

    • Author(s)
      上中勝護、黒木勝久、Liu Ming-Cheh、水光正仁、榊原陽一
    • Organizer
      日本生化学会九州支部例会
    • Place of Presentation
      福岡
    • Year and Date
      2014-05-17 – 2014-05-18
    • Related Report
      2014 Annual Research Report
  • [Presentation] α,β-不飽和カルボニル基を標的とした新規硫酸か反応に関する研究2013

    • Author(s)
      黒木勝久、榊原陽一、Ming-Cheh Liu、水光正仁
    • Organizer
      2013年度 P450, UGT, SULT研究会
    • Place of Presentation
      シーガイア:宮崎
    • Related Report
      2013 Research-status Report
  • [Presentation] 代謝工学的手法による位置特異的硫酸化ポリフェノールの生産2013

    • Author(s)
      下平武彦、榊原陽一、橋口拓勇、原洋介、黒木勝久、Ming-Cheh Liu、水光正仁
    • Organizer
      2013年度 P450, UGT, SULT研究会
    • Place of Presentation
      シーガイア:宮崎
    • Related Report
      2013 Research-status Report
  • [Presentation] フラボノイド硫酸体特異的硫酸転移酵素の探索2013

    • Author(s)
      原洋介、榊原陽一、橋口拓勇、下平武彦、黒木勝久、Ming-Cheh Liu、水光正仁
    • Organizer
      2013年度 P450, UGT, SULT研究会
    • Place of Presentation
      シーガイア:宮崎
    • Related Report
      2013 Research-status Report
  • [Presentation] フラボノイド配糖体硫酸転移酵素の諸性質検討2013

    • Author(s)
      橋口拓勇、榊原陽一、下平武彦、原洋介、黒木勝久、Ming-Cheh Liu、水光正仁
    • Organizer
      2013年度 P450, UGT, SULT研究会
    • Place of Presentation
      シーガイア:宮崎
    • Related Report
      2013 Research-status Report
  • [Presentation] 硫酸転移酵素の多様な機能2013

    • Author(s)
      榊原陽一
    • Organizer
      第86回日本生化学会大会(シンポジウム講演)
    • Place of Presentation
      パシフィコ横浜:横浜
    • Related Report
      2013 Research-status Report
    • Invited

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

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