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Kinetic analysis for the isomerization of saccharides in subcritical aqueous alcohols

Research Project

Project/Area Number 26870296
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Reaction engineering/Process system
Food science
Research InstitutionKyoto University

Principal Investigator

KOBAYASHI Takashi  京都大学, 農学研究科, 助教 (70416311)

Project Period (FY) 2014-04-01 – 2017-03-31
Project Status Completed (Fiscal Year 2016)
Budget Amount *help
¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Fiscal Year 2016: ¥780,000 (Direct Cost: ¥600,000、Indirect Cost: ¥180,000)
Fiscal Year 2015: ¥780,000 (Direct Cost: ¥600,000、Indirect Cost: ¥180,000)
Fiscal Year 2014: ¥2,340,000 (Direct Cost: ¥1,800,000、Indirect Cost: ¥540,000)
Keywords亜臨界流体処理 / 異性化 / 希少糖 / 動力学 / subcritical treatment / isomerization / rare sugar / kinetics / subcritical fluid / 亜臨界流体 / 速度定数 / 亜臨界含水エタノール / 糖
Outline of Final Research Achievements

Reaction behavior of monosaccharides was evaluated in subcritical aqueous alcohols. Yield of fructose from glucose was higher in subcritical aqueous ethanol than in subcritical water, and a small amount of mannose was also formed. Because its reasons were not clear, effects of the ethanol addition were kinetically analyzed. Rate constants for the isomerization between the monosaccharides increased with increasing ethanol concentration. Rate constants for the decomposition of saccharides also increased; however, they were not more remarkable than those for the isomerization. Subcritical treatment in aqueous alcohols, including methanol, 1-propanol, and 2-propanol, also increased the yield of fructose. The subcritical treatment was applied to other saccharides. As a result, corresponding rare saccharides, especially for keto-type ones, such as D-tagatose, were formed. This treatment was also applicable to produce rare keto-disaccharides, such as maltulose.

Report

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

    (14 results)

All 2017 2016 2015 2014

All Journal Article (8 results) (of which Peer Reviewed: 8 results,  Acknowledgement Compliant: 8 results) Presentation (5 results) (of which Invited: 1 results) Patent(Industrial Property Rights) (1 results)

  • [Journal Article] Promoted isomerization of aldoses to ketoses in subcritical aqueous acetonitrile2017

    • Author(s)
      D.-M Gao, T. Kobayashi, S. Adachi
    • Journal Title

      The Canadian Journal of Chemical Engineering

      Volume: 95 Issue: 2 Pages: 359-363

    • DOI

      10.1002/cjce.22663

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Kinetic analysis for the isomerization of cellobiose to cellobiulose in subcritical aqueous ethanol2016

    • Author(s)
      N. Soisangwan, D.-M. Gao, T. Kobayashi, P. Khuwijitjaru, S. Adachi
    • Journal Title

      Carbohydrate Research

      Volume: 433 Pages: 67-72

    • DOI

      10.1016/j.carres.2016.07.015

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Production of keto-disaccharides from aldo-disaccharides in subcritical aqueous ethanol2016

    • Author(s)
      D.-M. Gao, T. Kobayashi, S. Adachi
    • Journal Title

      Bioscience, Biotechnology and Biochemistry

      Volume: 80 Issue: 5 Pages: 998-1005

    • DOI

      10.1080/09168451.2015.1127135

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Kinetic analysis for the isomerization of glucose, fructose, and mannose in subcritical aqueous ethanol2015

    • Author(s)
      D.-M. Gao, T. Kobayashi, S. Adachi
    • Journal Title

      Bioscience, Biotechnology and Biochemistry

      Volume: 79 Issue: 6 Pages: 1005-1010

    • DOI

      10.1080/09168451.2014.1003129

    • NAID

      120005676678

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Solubility of D-Galactose, D-Talose, and D-Tagatose in Aqueous Ethanol at Low Temperature2015

    • Author(s)
      D.-M. Gao, T. Kobayashi, S. Adachi
    • Journal Title

      Food Science and Technology Research

      Volume: 21 Issue: 6 Pages: 801-803

    • DOI

      10.3136/fstr.21.801

    • NAID

      130005122046

    • ISSN
      1344-6606, 1881-3984
    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Kinetic effect of alcohols on hexose isomerization under subcritical aqueous conditions2015

    • Author(s)
      D.-M. Gao, T. Kobayashi, S. Adachi
    • Journal Title

      Chemical Engineering Research and Design

      Volume: 104 Pages: 723-729

    • DOI

      10.1016/j.cherd.2015.10.018

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Promotion or suppression of glucose isomerization in subcritical aqueous straight- and branched-chain alcohols2015

    • Author(s)
      D.-M. Gao, T. Kobayashi, S. Adachi
    • Journal Title

      Bioscience, Biotechnology and Biochemistry

      Volume: 79 Issue: 3 Pages: 470-474

    • DOI

      10.1080/09168451.2014.973366

    • NAID

      120005676679

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Production of rare sugars from common sugars in subcritical aqueous ethanol2015

    • Author(s)
      D.-M. Gao, T. Kobayashi, S. Adachi
    • Journal Title

      Food Chemistry

      Volume: 175 Pages: 465-470

    • DOI

      10.1016/j.foodchem.2014.11.144

    • NAID

      120005530975

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] Production of lactulose from lactose in subcritical aqueous ethanol2016

    • Author(s)
      N. Soisangwan, D.-M. Gao, T. Kobayashi, P. Khuwigitjaru, S. Adachi
    • Organizer
      食品工学会2016年度年次大会
    • Place of Presentation
      東京海洋大学
    • Year and Date
      2016-08-04
    • Related Report
      2016 Annual Research Report
  • [Presentation] 亜臨界含水エタノール中でのラクトースのラクチュロースへの異性化の速度解析2016

    • Author(s)
      N. Soisangwan,P. Khuwijitjaru,小林 敬,安達 修二
    • Organizer
      日本農芸化学会平成28年度関西支部大会(第496 回講演会)
    • Place of Presentation
      滋賀県立大学
    • Related Report
      2016 Annual Research Report
  • [Presentation] 亜臨界処理による希少糖の新たな製造法の開発2015

    • Author(s)
      安達修二、小林敬
    • Organizer
      FOOMA JAPAN 2015 (2015国際食品工業展)
    • Place of Presentation
      東京ビッグサイト
    • Year and Date
      2015-06-09
    • Related Report
      2015 Research-status Report
    • Invited
  • [Presentation] 亜臨界含水エタノールを用いた希少糖である単糖の合成2014

    • Author(s)
      高大明、小林敬、安達修二
    • Organizer
      2014年度日本農芸化学会関西支部大会(第486回講演会)
    • Place of Presentation
      奈良先端科学技術大学院大学
    • Year and Date
      2014-09-20
    • Related Report
      2014 Research-status Report
  • [Presentation] 亜臨界含水アルコール中での単糖の異性化反応の速度解析2014

    • Author(s)
      高 大明、小林 敬、安達 修二
    • Organizer
      化学工学会 第46回秋季大会
    • Place of Presentation
      九州大学糸島キャンパス
    • Year and Date
      2014-09-18
    • Related Report
      2014 Research-status Report
  • [Patent(Industrial Property Rights)] タガトースの製造方法2014

    • Inventor(s)
      安達修二、小林敬
    • Industrial Property Rights Holder
      安達修二、小林敬
    • Industrial Property Rights Type
      特許
    • Filing Date
      2014-07-14
    • Related Report
      2014 Research-status Report

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Published: 2014-04-04   Modified: 2018-03-22  

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