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Development of active control technology for carotenoid isomerization and its application to carotenoid processing

Research Project

Project/Area Number 21K14823
Research Category

Grant-in-Aid for Early-Career Scientists

Allocation TypeMulti-year Fund
Review Section Basic Section 38050:Food sciences-related
Research InstitutionMeijo University

Principal Investigator

Masaki Honda  名城大学, 理工学部, 准教授 (60824191)

Project Period (FY) 2021-04-01 – 2024-03-31
Project Status Completed (Fiscal Year 2023)
Budget Amount *help
¥4,550,000 (Direct Cost: ¥3,500,000、Indirect Cost: ¥1,050,000)
Fiscal Year 2023: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2022: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Fiscal Year 2021: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Keywordsカロテノイド / アスタキサンチン / リコピン / 異性化 / 光照射 / 加熱 / 固体触媒 / 物性変化 / シス-トランス異性化 / 反応制御 / 非加熱処理 / 光異性化 / グリーンケミストリー / 非加熱技術
Outline of Research at the Start

カロテノイドはシス-トランス異性体間で体内吸収性や生理活性に加え、物理化学的性質(溶解度、結晶性、色価など)が大きく異なる。よって、用途や加工の種類に応じて適切な異性体を選択し、使用する必要がある。本研究は、カロテノイドの異性体比率を任意に制御できる技術を開発し、その技術を様々なカロテノイド加工に活用することで、加工の効率化や素材の付加価値向上を図ることを目的とする。

Outline of Final Research Achievements

We have found conditions under which carotenoid isomerization can be efficiently promoted by heating, light irradiation, and catalyst addition. These isomerization processes have been established using low toxicity solvents (ethanol, ethyl acetate and supercritical CO2) and solid catalysts (isothiocyanate group modified silica gel) for food and cosmetic applications. Furthermore, by combining isomerization techniques using heating and light irradiation, we have developed a technology that can arbitrarily control the isomer ratio of carotenoids. We have also demonstrated that isomerization technology can be used to control the physical properties of carotenoids and improve various processing efficiencies, e.g., extraction, formulation, and crystallization.In addition, various in vitro studies have shown that the highly bioavailable carotenoid Z-isomers are as bioactive as or more bioactive than the naturally occurring all-E-isomers.

Academic Significance and Societal Importance of the Research Achievements

現在市場に流通しているカロテノイド製剤は、体内吸収性が低いトランス型である。また、カロテノイド素材は価格が高いため、消費者が気軽に摂取できない状態である。本研究で確立したカロテノイドの異性体比率ならびに物性の制御技術の活用により、高吸収性かつ低価格なカロテノイド素材の製造を実現できる可能性がある。また、カロテノイドは摂取後に生体内でトランス型からシス型に異性化されることが報告されているが、そのメカニズムは不明である。今回、シス型カロテノイドはトランス型と同等以上の生理活性を示すことを明らかにした。これらの知見は、シス型カロテノイドの生体内における存在意義(役割)を明らかにする上でも重要である。

Report

(4 results)
  • 2023 Annual Research Report   Final Research Report ( PDF )
  • 2022 Research-status Report
  • 2021 Research-status Report
  • Research Products

    (30 results)

All 2024 2023 2022 2021

All Journal Article (15 results) (of which Peer Reviewed: 15 results,  Open Access: 4 results) Presentation (13 results) (of which Invited: 7 results) Book (2 results)

  • [Journal Article] Continuous production of highly bioavailable lycopene nanodispersions via subcritical ethanol extraction and in-line mixing2024

    • Author(s)
      Honda Masaki、Murakami Yuichi、Sumida Hirotoshi、Takahama Kentaro、Murakami Kazuya、Muramoto Yuji、Goto Motonobu
    • Journal Title

      The Journal of Supercritical Fluids

      Volume: 207 Pages: 106195-106195

    • DOI

      10.1016/j.supflu.2024.106195

    • Related Report
      2023 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Development of a continuous production system for Z-isomer-rich carotenoid/2-hydroxypropyl-β-cyclodextrin inclusion complexes using a flow reactor and a spray dryer2024

    • Author(s)
      Honda Masaki、Zhang Yelin、Kageyama Hakuto、Hibino Takashi、Goto Motonobu、Nishida Yasuhiro
    • Journal Title

      Food and Bioproducts Processing

      Volume: 143 Pages: 221-231

    • DOI

      10.1016/j.fbp.2023.11.010

    • Related Report
      2023 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Formation and characterization of Z-isomer-enriched carotenoid-loaded microparticles with poly(vinylpyrrolidone) using a spray drying technique2023

    • Author(s)
      Honda Masaki、Zhang Yelin、Kageyama Hakuto、Hibino Takashi、Goto Motonobu、Nishida Yasuhiro
    • Journal Title

      Industrial & Engineering Chemistry Research

      Volume: 63 Issue: 1 Pages: 383-393

    • DOI

      10.1021/acs.iecr.3c03450

    • Related Report
      2023 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Effect of feeding astaxanthin with different E/Z‐isomer ratios on astaxanthin accumulation in Pacific white shrimp Litopenaeus vannamei2023

    • Author(s)
      Honda Masaki、Kamizono Shohei、Illijas Muhammad Ikbal、Nakamura Tomoharu
    • Journal Title

      European Journal of Lipid Science and Technology

      Volume: 125 Issue: 12 Pages: 2300173-2300173

    • DOI

      10.1002/ejlt.202300173

    • Related Report
      2023 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Characteristics of LED light-induced geometrical isomerization and degradation of astaxanthin and improvement of the color value and crystallinity of astaxanthin utilizing the photoisomerization2023

    • Author(s)
      Zhang Yelin、Takahama Kentaro、Osawa Yukiko、Kuwahara Daichi、Yamada Rio、Oyama Kin-ichi、Honda Masaki
    • Journal Title

      Food Research International

      Volume: 174 Pages: 113553-113553

    • DOI

      10.1016/j.foodres.2023.113553

    • Related Report
      2023 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Z-Isomers of lycopene and β-carotene exhibit greater skin-quality improving action than their all-E-isomers2023

    • Author(s)
      Honda Masaki
    • Journal Title

      Food Chemistry

      Volume: 421 Pages: 135954-135954

    • DOI

      10.1016/j.foodchem.2023.135954

    • Related Report
      2023 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Isothiocyanate-functionalized silica as an efficient heterogeneous catalyst for carotenoid isomerization2023

    • Author(s)
      Honda Masaki、Zhang Yelin、Goto Motonobu
    • Journal Title

      Food Chemistry

      Volume: 410 Pages: 135388-135388

    • DOI

      10.1016/j.foodchem.2023.135388

    • Related Report
      2022 Research-status Report
    • Peer Reviewed
  • [Journal Article] Extraction of Fucoxanthin Isomers from the Edible Brown Seaweed <i>Undaria pinnatifida</i> Using Supercritical CO<sub>2</sub>: Effects of Extraction Conditions on Isomerization and Recovery of Fucoxanthin2022

    • Author(s)
      Honda Masaki、Murakami Kazuya、Takasu Soo、Goto Motonobu
    • Journal Title

      Journal of Oleo Science

      Volume: 71 Issue: 8 Pages: 1097-1106

    • DOI

      10.5650/jos.ess22077

    • ISSN
      1345-8957, 1347-3352
    • Related Report
      2022 Research-status Report
    • Peer Reviewed / Open Access
  • [Journal Article] High-temperature Supercritical CO<sub>2</sub> Extraction of Lycopene from Tomato Powder for Enhancing <i>Z</i>-Isomerization and Recovery of Lycopene2022

    • Author(s)
      Murakami Kazuya、Goto Motonobu、Honda Masaki
    • Journal Title

      Journal of Oleo Science

      Volume: 71 Issue: 9 Pages: 1289-1297

    • DOI

      10.5650/jos.ess22044

    • ISSN
      1345-8957, 1347-3352
    • Related Report
      2022 Research-status Report
    • Peer Reviewed / Open Access
  • [Journal Article] Supercritical CO2 extraction of carotenoids (astaxanthin, adonirubin, and adonixanthin) from Paracoccus carotinifaciens: Improved Z‐isomer ratio and recovery of carotenoids via high‐temperature extraction2022

    • Author(s)
      Honda Masaki、Murakami Kazuya、Osawa Yukiko、Kawashima Yuki、Wasai Masafumi、Hirasawa Kazuaki、Kuroda Ikuo
    • Journal Title

      European Journal of Lipid Science and Technology

      Volume: 124 Issue: 7 Pages: 2200021-2200021

    • DOI

      10.1002/ejlt.202200021

    • Related Report
      2022 Research-status Report
    • Peer Reviewed
  • [Journal Article] Preparation of highly stable Z‐isomer‐rich lycopene nanodispersions via a continuous‐flow system with selected emulsifiers2022

    • Author(s)
      Murakami Kazuya、Kageyama Hakuto、Hibino Takashi、Zhang Yelin、Goto Motonobu、Honda Masaki
    • Journal Title

      European Journal of Lipid Science and Technology

      Volume: 124 Issue: 8 Pages: 2200034-2200034

    • DOI

      10.1002/ejlt.202200034

    • Related Report
      2022 Research-status Report
    • Peer Reviewed
  • [Journal Article] Continuous production of Z-isomer-rich astaxanthin nanodispersions with stabilized Z-structures using selected ester-based nonionic emulsifiers2022

    • Author(s)
      Honda Masaki、Murakami Kazuya、Zhang Yelin、Goto Motonobu
    • Journal Title

      Food Chemistry Advances

      Volume: 1 Pages: 100028-100028

    • DOI

      10.1016/j.focha.2022.100028

    • Related Report
      2021 Research-status Report
    • Peer Reviewed / Open Access
  • [Journal Article] Application of <i>E/Z</i>-Isomerization Technology for Enhancing Processing Efficiency, Health-Promoting Effects, and Usability of Carotenoids: A Review and Future Perspectives2022

    • Author(s)
      Honda Masaki
    • Journal Title

      Journal of Oleo Science

      Volume: 71 Issue: 2 Pages: 151-165

    • DOI

      10.5650/jos.ess21338

    • NAID

      130008154297

    • ISSN
      1345-8957, 1347-3352
    • Related Report
      2021 Research-status Report
    • Peer Reviewed / Open Access
  • [Journal Article] Continuous production of Z-isomer-rich β-carotene nanosuspensions utilizing subcritical fluid and a swirl-type mixer2021

    • Author(s)
      Zhang Yelin、Murakami Kazuya、Goto Motonobu、Honda Masaki
    • Journal Title

      ACS Food Science & Technology

      Volume: 1 Issue: 9 Pages: 1652-1660

    • DOI

      10.1021/acsfoodscitech.1c00278

    • Related Report
      2021 Research-status Report
    • Peer Reviewed
  • [Journal Article] Isomerization of Paracoccus carotinifaciens-derived carotenoids (astaxanthin, adonirubin, and adonixanthin) under subcritical water conditions2021

    • Author(s)
      Honda Masaki、Kageyama Hakuto、Murakami Kazuya、Hibino Takashi、Osawa Yukiko、Kawashima Yuki、Wasai Masafumi、Hirasawa Kazuaki、Kuroda Ikuo
    • Journal Title

      ACS Food Science & Technology

      Volume: 1 Issue: 10 Pages: 1861-1868

    • DOI

      10.1021/acsfoodscitech.1c00231

    • Related Report
      2021 Research-status Report
    • Peer Reviewed
  • [Presentation] シス型カロテノイドの食品素材としての有用性2023

    • Author(s)
      本田 真己
    • Organizer
      第35回 カロテノイド研究談話会
    • Related Report
      2023 Annual Research Report
    • Invited
  • [Presentation] シス型カロテノイドの畜産・水産・昆虫飼料としての有用性2023

    • Author(s)
      本田 真己、管原 亮平、大澤 友紀子、桑原 大知、芳賀 穣、林 義明
    • Organizer
      第35回 カロテノイド研究談話会
    • Related Report
      2023 Annual Research Report
  • [Presentation] シス型カロテノイドのスキンケア素材としての有用性2023

    • Author(s)
      本田 真己
    • Organizer
      日本油化学会 第61回年会
    • Related Report
      2023 Annual Research Report
  • [Presentation] 幾何異性化技術を活用した持続可能な食品生産技術の開発:応用編2023

    • Author(s)
      本田 真己
    • Organizer
      日本食品工学会 第4回 AtoI project
    • Related Report
      2023 Annual Research Report
    • Invited
  • [Presentation] 幾何異性化技術を活用した持続可能な食品生産技術の開発:基礎編2023

    • Author(s)
      本田 真己
    • Organizer
      日本食品工学会 第4回 AtoI project
    • Related Report
      2023 Annual Research Report
    • Invited
  • [Presentation] カロテノイドにおけるシス-トランス異性体分析の重要性2023

    • Author(s)
      本田 真己
    • Organizer
      日本油化学会 東海支部 油化学セミナー2023
    • Related Report
      2023 Annual Research Report
    • Invited
  • [Presentation] シス異性化技術を活用した持続可能な食品生産技術の開発2023

    • Author(s)
      本田 真己
    • Organizer
      第17回 愛知県若手研究者イノベーション創出奨励事業 優秀提案発表会
    • Related Report
      2022 Research-status Report
    • Invited
  • [Presentation] 過熱水蒸気を用いたカロテノイドの高機能化2022

    • Author(s)
      本田 真己
    • Organizer
      第2回 過熱水蒸気新技術研究会
    • Related Report
      2022 Research-status Report
    • Invited
  • [Presentation] カロテノイドを効率的かつ連続的に異性化可能な固体触媒の開発2022

    • Author(s)
      本田 真己、張 葉林、後藤 元信
    • Organizer
      第34回 カロテノイド研究談話会
    • Related Report
      2022 Research-status Report
  • [Presentation] アスタキサンチンの光異性化特性の解明と加工への応用2022

    • Author(s)
      張 葉林、本田 真己
    • Organizer
      第34回 カロテノイド研究談話会
    • Related Report
      2022 Research-status Report
  • [Presentation] 異性化技術の活用による超臨界 CO2 を用いたカロテノイドの抽出効率改善2022

    • Author(s)
      本田 真己、村上 和弥、後藤 元信
    • Organizer
      日本食品工学会 第23回年次大会
    • Related Report
      2022 Research-status Report
  • [Presentation] シス型アスタキサンチン製剤の連続生産システムの開発2021

    • Author(s)
      本田 真己、村上 和弥
    • Organizer
      第16 回 アスタキサンチン研究会
    • Related Report
      2021 Research-status Report
  • [Presentation] 油脂成分の異性体分析ならびに異性化触媒に関する研究2021

    • Author(s)
      本田 真己
    • Organizer
      日本油化学会 第60回年会
    • Related Report
      2021 Research-status Report
    • Invited
  • [Book] カロテノイドの科学 ―基礎,研究の新展開,生理活性―2024

    • Author(s)
      本田 真己
    • Total Pages
      10
    • Publisher
      シーエムシー出版
    • ISBN
      9784781317984
    • Related Report
      2023 Annual Research Report
  • [Book] Chapter 16. Cyanobacterial and commercially important carotenoids: Biosynthesis, metabolic engineering, biological activities, applications, and processing2022

    • Author(s)
      Masaki Honda
    • Total Pages
      22
    • Publisher
      Elsevier
    • ISBN
      9780323961066
    • Related Report
      2022 Research-status Report

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Published: 2021-04-28   Modified: 2025-01-30  

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