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Estimation of Chemical Stractures of Soybean Saponins by LC-MS/MS Analysis

Research Project

Project/Area Number 15K07451
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Food science
Research InstitutionIwate University

Principal Investigator

Tsukamoto Chigen  岩手大学, 農学部, 准教授 (20312514)

Project Period (FY) 2015-04-01 – 2018-03-31
Project Status Completed (Fiscal Year 2017)
Budget Amount *help
¥4,290,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥990,000)
Fiscal Year 2017: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2016: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2015: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Keywords大豆 / サポニン / 化学構造解析 / 遺伝解析 / プロファイル解析 / LC-PDA/MS/MS / 大豆加工食品 / NMR
Outline of Final Research Achievements

Saponin contained in soybean seeds is a generic term for a various molecular species. It has been reported that the health and taste properties of soybean saponins differ greatly due to the difference in chemical structure, but there remained many unclear points and re-evaluation was required. On the other hand, it has been clarified that the soybean seed saponins are biosynthesized by the combination of co-dominant, dominant, and recessive acting multiple genes.
In this study, to estimate the chemical structure of various soybean saponins which could not be elucidated for reasons such as trace, instability, or separation difficulty, we developed a new method (profile analysis) which is comprised of the comprehensive judgment with a combination of instrumental analysis and genetic analysis. By using this new method, it is thought that the chemical structures of various soybean saponins which changed during the food processing can be presumed in the future.

Report

(4 results)
  • 2017 Annual Research Report   Final Research Report ( PDF )
  • 2016 Research-status Report
  • 2015 Research-status Report
  • Research Products

    (43 results)

All 2018 2017 2016 2015 Other

All Int'l Joint Research (8 results) Journal Article (20 results) (of which Int'l Joint Research: 16 results,  Peer Reviewed: 20 results,  Open Access: 2 results) Presentation (15 results) (of which Int'l Joint Research: 10 results,  Invited: 2 results)

  • [Int'l Joint Research] CAAS, Institute of Crop Science(China)

    • Related Report
      2017 Annual Research Report
  • [Int'l Joint Research] Chonnam National University, Biotech./Kyungpook National University(韓国)

    • Related Report
      2017 Annual Research Report
  • [Int'l Joint Research] Kasetsart University, IFRPD(Thailand)

    • Related Report
      2017 Annual Research Report
  • [Int'l Joint Research] CAAS, Institute of Crop Science(China)

    • Related Report
      2016 Research-status Report
  • [Int'l Joint Research] Connam National University, Biotech./Connam National University, Biomed./Kyungpook National University(韓国)

    • Related Report
      2016 Research-status Report
  • [Int'l Joint Research] Kasetsart University, IFRPD(タイ)

    • Related Report
      2016 Research-status Report
  • [Int'l Joint Research] Chonnam National University/Dep. of Biomed. Electronic Engineer./Professor MyeongRak Choi(韓国)

    • Related Report
      2015 Research-status Report
  • [Int'l Joint Research] Chonnam National University/Dep. of Biomed. Electronic Engineer./Professor Gyuwha Chung(韓国)

    • Related Report
      2015 Research-status Report
  • [Journal Article] Saponin composition complexities in hypocotyls and cotyledons of nine soybean varieties2018

    • Author(s)
      Chitisankul Wanida T.、Takada Yoshitake、Takahashi Yuya、Ito Ayaka、Itabashi Mei、Varanyanond Warunee、Kikuchi Akiko、Ishimoto Masao、Tsukamoto Chigen
    • Journal Title

      LWT

      Volume: 89 Pages: 93-103

    • DOI

      10.1016/j.lwt.2017.10.016

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Soyisoflavone diversity in wild soybeans ( Glycine soja Sieb. & Zucc.) from the main centres of diversity2018

    • Author(s)
      Nawaz Muhammad Amjad、Golokhvast Kirill S.、Rehman Hafiz Mamoon、Tsukamoto Chigen、Kim Hong-Sig、Yang Seung Hwan、Chung Gyuhwa
    • Journal Title

      Biochemical Systematics and Ecology

      Volume: 77 Pages: 16-21

    • DOI

      10.1016/j.bse.2018.01.003

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Anti-inflammatory effects of soyasapogenol I-αa via downregulation of the MAPK signaling pathway in LPS-induced RAW 264.7 macrophages2018

    • Author(s)
      Yang Seung Hwan、Le Bao、Androutsopoulos Vasilis P.、Tsukamoto Chigen、Shin Tae-Sun、Tsatsakis Aristides M.、Chung Gyuhwa
    • Journal Title

      Food and Chemical Toxicology

      Volume: 113 Pages: 211-217

    • DOI

      10.1016/j.fct.2018.01.050

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Molecular elucidation of a new allelic variation at the Sg-5 gene associated with the absence of group A saponins in wild soybean2018

    • Author(s)
      Sundaramoorthy Jagadeesh、Park Gyu Tae、Mukaiyama Kyosuke、Tsukamoto Chigen、Chang Jeong Ho、Lee Jeong-Dong、Kim Jeong Hoe、Seo Hak Soo、Song Jong Tae
    • Journal Title

      PLOS ONE

      Volume: 13 Issue: 1 Pages: 0192150-0192150

    • DOI

      10.1371/journal.pone.0192150

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Isolation and Characterization of the Soybean Sg-3 Gene that is Involved in Genetic Variation in Sugar Chain Composition at the C-3 Position in Soyasaponins2018

    • Author(s)
      Yano Ryoichi、Takagi Kyoko、Tochigi Saeko、Fujisawa Yukiko、Nomura Yuhta、Tsuchinaga Hiroki、Takahashi Yuya、Takada Yoshitake、Kaga Akito、Anai Toyoaki、Tsukamoto Chigen、Seki Hikaru、Muranaka Toshiya、Ishimoto Masao
    • Journal Title

      Plant and Cell Physiology

      Volume: 59 Issue: 4 Pages: 792-805

    • DOI

      10.1093/pcp/pcy019

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Isoflavone profile diversity in Korean wild soybeans (Glycine soja Sieb. & Zucc.).2018

    • Author(s)
      Chigen TSUKAMOTO, Muhammad Amjad NAWAZ, Ayaka KUROSAKA, Bao LE, Jeong Dong LEE, Eunho SON, Seung Hwan YANG, Cemel Kurt, Faheem Shehzad BALOCH, Gyuhwa CHUNG
    • Journal Title

      Turkish Journal of Agriculture and Forestry

      Volume: 42 Issue: 4 Pages: 248-261

    • DOI

      10.3906/tar-1801-95

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Identification of saponin composition and their geographical distribution in Chinese cultivated soybean (Glycine max)2017

    • Author(s)
      Takahashi Y.、Li X. H.、Qiu L. J.、Tsukamoto C.、Wang K. J.
    • Journal Title

      Euphytica

      Volume: 213 Issue: 8 Pages: 175-175

    • DOI

      10.1007/s10681-017-1956-7

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Soyasaponin Ag inhibits α-MSH-induced melanogenesis in B16F10 melanoma cells via the downregulation of TRP-22017

    • Author(s)
      Yang Seung Hwan、Tsatsakis Aristides M.、Tzanakakis George、Kim Hong-Suk、Le Bao、Sifaki Maria、Spandidos Demetrios A.、Tsukamoto Chigen、Golokhvast Kirill S.、Izotov Boris N.、Chung Gyuhwa
    • Journal Title

      International Journal of Molecular Medicine

      Volume: 40 Issue: 3 Pages: 631-636

    • DOI

      10.3892/ijmm.2017.3061

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] DPPH Radical Scavenging Activity and Polyphenols in the Pods of 3 Common Beans2017

    • Author(s)
      Ci Zhaohong、Jiang Chengyu、Tsukamoto Chigen、Kojima Michiyuki
    • Journal Title

      Journal of Food and Nutrition Research

      Volume: 5 Issue: 12 Pages: 900-907

    • DOI

      10.12691/jfnr-5-12-4

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Metabolic switching of astringent and beneficial triterpenoid saponins in soybean is achieved by a loss-of-function mutation in Cytochrome P450 72A692017

    • Author(s)
      Yano, Ryoichi; Takagi, Kyoko; Takada, Yoshitake; Mukaiyama, Kyosuke; Tsukamoto, Chigen; Sayama, Takashi; Kaga, Akito; Sawai, Satoru; Ohyama, Kiyoshi; Saito, Kazuki; Ishimoto, Masao
    • Journal Title

      The Plant Journal

      Volume: 89 Issue: 3 Pages: 527-539

    • DOI

      10.1111/tpj.13403

    • Related Report
      2016 Research-status Report
    • Peer Reviewed
  • [Journal Article] Weeding volatiles reduce leaf and seed damage to field-grown soybeans and increase seed isoflavones2017

    • Author(s)
      Kaori Shiojiri, Rika Ozawa, Ken-ichi Yamashita, Masayoshi Uefune, Kenji Matsui, Chigen Tsukamoto, Tokumaru Susumu, and Junji Takabayashi
    • Journal Title

      Scientific Reports

      Volume: 7, 41508

    • NAID

      120005954474

    • Related Report
      2016 Research-status Report
    • Peer Reviewed
  • [Journal Article] Investigation of Glucosinolates, and the Antioxidant Activity of Dolsan Leaf Mustard Kimchi Extract using HPLC and LC-PDA-MS/MS2017

    • Author(s)
      SunKyung Oh, Chigen Tsukamoto, KiWoong Kim, and MyeongRak Choi
    • Journal Title

      Journal of Food Biochemistry

      Volume: 印刷中

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Categories and compnents of soyasaponin in the Chinese wild soybean (Glycine soja Sieb. & Zucc.) genetic resource collection2017

    • Author(s)
      Yuya Takahashi, Xiang-Hua Li, Chigen Tsukamoto, and Ke-Jing Wang
    • Journal Title

      Genetic Resources and Crop Evolution

      Volume: 印刷中 Issue: 8 Pages: 2161-2171

    • DOI

      10.1007/s10722-017-0506-4

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] LC-PDA/MS/MS Analysis of Glucosinolates in Dolsan Leaf Mustard Kimchi and Dolsan Leaf Mustard Pickles2016

    • Author(s)
      SunKyung Oh, Chigen Tsukamoto, KiWoong Kim, and MyeongRak Choi
    • Journal Title

      Korean Society for Biotechnology and Bioengineering Journal

      Volume: 31 Pages: 1-6

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Quality Characteristics of Dolsan Leaf Mustard accoring to Various Blanching Conditions and Liquid Chromatography with Photodiode Array and Tandem Mass Spectrometry Analysis2016

    • Author(s)
      Hae-Reon Son, Sun-Kyung Oh, Chigen Tsukamoto, and Myeong Rak Choi
    • Journal Title

      Korean Society for Biotechnology and Bioengineering Journal

      Volume: 31 Pages: 20-26

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Identification of a novel variant lacking group A soyasaponin in a Chinese wild soybean (Glycine soja Sieb. & Zucc.): implications for breeding significance2016

    • Author(s)
      Yuya Takahashi, Xiang-Hua Li, Chigen Tsukamoto, and Ke-Jing Wang
    • Journal Title

      Plant Breeding

      Volume: 135 Issue: 5 Pages: 607-613

    • DOI

      10.1111/pbr.12403

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Efficient method for large-scale preparation of two components H and I of Sg-6 saponins from whole seeds of wild soybean (Glycine soja Sieb. and Zucc.)2016

    • Author(s)
      Mei Itabashia, Chigen Tsukamoto, Ayaka Kurosaka, Panneerselvam Krishnamurthy, Tai-Sun Shin, Seung Hwan Yang, Eunho Son and Gyuhwa Chung
    • Journal Title

      Journal of Liquid Chromatography & Related Technologies

      Volume: 39 Issue: 14 Pages: 640-646

    • DOI

      10.1080/10826076.2016.1227991

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Genetic characterization of group A acetylsaponin-deficient mutants from wild soybean (Glycine soja Sieb. and Zucc.).2015

    • Author(s)
      Panneerselvam Krishnamurthy, Jeong-Dong Lee, Bo-Keun Ha, Jong-Hyun Chae, Chigen Tsukamoto, Ram J. Singh, and Gyuhwa Chung
    • Journal Title

      Plant Breeding

      Volume: 134 Issue: 3 Pages: 316-321

    • DOI

      10.1111/pbr.12269

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Mechanism of DDMP-saponin degradation and maltol production in soymilk preparation.2015

    • Author(s)
      Wanida Tewaruth Chitisankul, Kazuko Shimada, Yohei Omizu, Yuko Uemoto, Warunee Varanyanond and Chigen Tsukamoto
    • Journal Title

      LWT-Food Science and Technology

      Volume: 64 Issue: 1 Pages: 197-204

    • DOI

      10.1016/j.lwt.2015.05.023

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Characterization of a new allele of the saponin-synthesizing gene Sg-1 in soybean (Note).2015

    • Author(s)
      Jiho Park, Hwa Kim, Panneerselvam Krishnamurthy, Chigen Tsukamoto, Jong Tae Song, Gyuhwa Chung, Grover Shannon and Jeong-Dong Lee
    • Journal Title

      Crop Science

      Volume: 56 Issue: 1 Pages: 385-391

    • DOI

      10.2135/cropsci2015.04.0250

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Presentation] Identification of mutants in the soyasaponin biosynthetic pathway using a high-density soybean mutant library: an indispensable resource for functional genomics2017

    • Author(s)
      Krishnamurthy Panneerselvam, Yukiko Fujisawa, Hanako Abe, Urara Ohashi, Kentaro Yamane, Kyosuke Mukaiyama, Chigen Tsukamoto, Akito Kaga, Toyoaki Anai, and Masao Ishimoto
    • Organizer
      Plant & Animal Genome XXV
    • Place of Presentation
      San Diego, California, USA
    • Year and Date
      2017-01-14
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] Saponin composition in Thai soybean (Glycine max cv. Chiang Mai 60).2017

    • Author(s)
      Chitisankul, W. T., Varanyanond, W., and Tsukamoto, C.
    • Organizer
      The 19th Food Innovation Asia Conference 2017 (FIAC 2017)
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research
  • [Presentation] A CYP450 gene located tandemly to CYP72A69 is responsible for Sg-6 saponin biosynthesis in wild soybean (Glycine soja)2017

    • Author(s)
      Panneerselvam Krishnamurthy, Kyoko Takagi, Yukiko Fujisawa, Ayaka Ito, Kyosuke Mukaiyama, Masao Ishimoto and Chigen Tsukamoto
    • Organizer
      13th International Meeting on Biosynthesis, Function and Synthetic Biology of Isoprenoids (TERPNET)
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research
  • [Presentation] ダイズ(G. max var. Enrei) EMS処理系統で発見されたサポニンC-3位結合糖鎖第二糖Gal付加能力喪失変異体のサポニン組成プロファイル解析2016

    • Author(s)
      山根健太郎,向山恭介,木村祐太郎,佐々木聡太,石本政男,藤澤由紀子,加賀秋人,穴井豊昭,塚本知玄
    • Organizer
      第37回種子生理生化学研究会
    • Place of Presentation
      兵庫県南あわじ市,南淡路ロイヤルホテル
    • Year and Date
      2016-11-11
    • Related Report
      2016 Research-status Report
  • [Presentation] 韓国大豆EMS処理系統で見られたサポニン組成変異のプロファイル解析2016

    • Author(s)
      向山恭介,大橋 麗,Park Cheol-Woo,Lee Jeong-Dong,Kim Tae-Song,塚本知玄
    • Organizer
      第37回種子生理生化学研究会
    • Place of Presentation
      兵庫県南あわじ市,南淡路ロイヤルホテル
    • Year and Date
      2016-11-11
    • Related Report
      2016 Research-status Report
  • [Presentation] Functional properties of ethnic fermented and non-fermented soybean foods of Japan2016

    • Author(s)
      Chigen Tsukamoto
    • Organizer
      7th In ternational Soybean Processing and Utilization Conference (ISPUC VII)
    • Place of Presentation
      Harbin, China
    • Year and Date
      2016-08-08
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Screening of saponin composition mutations from EMS treated soybean seeds with TLC and LC-PDA/MS/MS analyses2016

    • Author(s)
      Urara Ohashi, Hanako Abe, Tadahito Hitofuji, Sakiko Maita, Akito Kaga, Toyoaki Anai, Masao Ishimoto, and Chigen Tsukamoto
    • Organizer
      7th In ternational Soybean Processing and Utilization Conference (ISPUC VII)
    • Place of Presentation
      Harbin, China
    • Year and Date
      2016-08-08
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] Profile analysis on elucidating chemical structures of saponin components in soyfoods2016

    • Author(s)
      Yuya Takahashi, Wanida T. Chitisankul, Hiroki Ota, Hiroki Muraoka, Warunee Varanyanond, Kejing Wang, and Chigen Tsukamoto
    • Organizer
      7th In ternational Soybean Processing and Utilization Conference (ISPUC VII)
    • Place of Presentation
      Harbin, China
    • Year and Date
      2016-08-08
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] Exploration of glycosyltransferases involved in soyasaponin biosynthesis by use of a high-density mutant library in soybean.2016

    • Author(s)
      Panneerselvam Krishnamurthy, Ryoichi Yano, Yukiko Fujisawa, Saeko Tochigi, Sakiko Maita, Akito Kaga, Toyoaki Anai, Chigen Tsukamoto, Masao Ishimoto
    • Organizer
      日本育種学会第129回講演会
    • Place of Presentation
      横浜市立大学八景キャンパス(神奈川県横浜市)
    • Year and Date
      2016-03-21
    • Related Report
      2015 Research-status Report
  • [Presentation] Changes of Saponin Composition and Content during Fermentation which Affect to Health Benefits and Taste Characteristics of Ethnic Fermented Soyfoods.2015

    • Author(s)
      Mei Itabashi, Wanida T. Chitisankul, Warunee Varanyanond, Gyuhwa Chung, and Chigen Tsukamoto
    • Organizer
      International Conference on Ethnic Fermented Foods and Beverages: Microbiology and Health Benefits.
    • Place of Presentation
      Hotel Dengzong Regency, Gangtok, Sikkim, India
    • Year and Date
      2015-11-20
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] Saponins: Health Benefits and Taste Characteristics in Ethnic Fermented Soyfoods. International Conference on Ethnic Fermented Foods and Beverages: Microbiology and Health Benefits.2015

    • Author(s)
      Mei Itabashi, Wanida T. Chitisankul, Warunee Varanyanond, and Chigen Tsukamoto
    • Organizer
      International Conference on Ethnic Fermented Foods and Beverages: Microbiology and Health Benefits.
    • Place of Presentation
      Hotel Dengzong Regency, Gangtok, Sikkim, India
    • Year and Date
      2015-11-20
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] 変異誘発剤EMS処理大豆集団ならびに中国在来ツルマメコレクションの種子サポニン組成変異の検索とLC/PDA/DA/MS/MSプロファイル解析2015

    • Author(s)
      澤谷美咲,米田咲子,高橋祐也,加賀秋人,穴井豊昭,王 克晶,石本政男,塚本知玄
    • Organizer
      第36回種子生理生化学研究会
    • Place of Presentation
      ホテル翔峰(長野県松本市)
    • Year and Date
      2015-11-06
    • Related Report
      2015 Research-status Report
  • [Presentation] LC-PDA/MS/MS解析で検出された変異誘発剤EMS処理大豆の種子サポニン組成変異2015

    • Author(s)
      大橋 麗, 阿部華子, 板橋芽依, Jeong Hwa Kim, 米田咲子, 加賀秋人, 穴井豊昭, Jong Tae Song, Jeong Dong Lee, Gyuhwa Chung, 石本政男, 塚本知玄
    • Organizer
      日本育種学会第128回講演会
    • Place of Presentation
      新潟大学(新潟県新潟市)
    • Year and Date
      2015-09-10
    • Related Report
      2015 Research-status Report
  • [Presentation] LC-PDA/MS/MS analysis of glucosinolates in Dolsan leaf mustard kimchi and Dolsan leaf mustard pickles.2015

    • Author(s)
      SunKyung Oh, Chigen Tsukamoto, KiWoong Kim, KyoungMin Kim, MyeongRak Choi
    • Organizer
      2015 International Conference on Engineering and Applied Science
    • Place of Presentation
      Renaissance Sapporo Hotel, Sapporo, Hokkaido, Japan.
    • Year and Date
      2015-07-20
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] LC-PDA/MS/MS analysis of sinigrin in Dolsan leaf mustard treated with various blanching temperatures.2015

    • Author(s)
      HaeReon Son, Chigen Tsukamoto, SunKyung Oh, KyoungMin Kim, MyeongRak Choi
    • Organizer
      2015 International Conference on Engineering and Applied Science
    • Place of Presentation
      Renaissance Sapporo Hotel, Sapporo, Hokkaido, Japan.
    • Year and Date
      2015-07-20
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research

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Published: 2015-04-16   Modified: 2022-07-19  

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