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Glyco-engineering based on enzymatic polymer reactions

Research Project

Project/Area Number 17350053
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Polymer chemistry
Research InstitutionTohoku University

Principal Investigator

SHODA Shin-ichiro  Tohoku University, Graduate School of Engineering, Professor (10143364)

Co-Investigator(Kenkyū-buntansha) KOBAYASHI Atsushi  Tohoku University, Graduate School of Engineering, Assistant Professor (90361138)
Project Period (FY) 2005 – 2007
Project Status Completed (Fiscal Year 2007)
Budget Amount *help
¥13,200,000 (Direct Cost: ¥12,600,000、Indirect Cost: ¥600,000)
Fiscal Year 2007: ¥2,600,000 (Direct Cost: ¥2,000,000、Indirect Cost: ¥600,000)
Fiscal Year 2006: ¥3,500,000 (Direct Cost: ¥3,500,000)
Fiscal Year 2005: ¥7,100,000 (Direct Cost: ¥7,100,000)
KeywordsEnzymatic polymer reaction / Sulfation / Phosphorylation / Sulfatase / Phosphatase / Cellulose biding domain / Phytase / Chitin biding domain / 糖加水分解酵素 / オリゴ糖 / 水溶性脱水縮合剤 / 糖供与体 / 糖受容体 / 配糖化反応 / N-イソブロヒルアクリルアミド / 熱応答性高分子 / 糖オルトエステル / グリコシル化 / アセチルエステラーゼ / 糖鎖 / グリコシル化合物 / 活性グリコシド誘導体 / カルボジイミド / 複合型オリゴ糖 / オリゴ糖オキサゾリン誘導体
Research Abstract

1. Development of New Method for Direct Activation of the Anomeric Hydroxy Group
Direct synthesis of various important intermediates, sugar oxazolines, 1,6-anhydro sugars, 1-thioglycosides, and glycosyl azides, has been achieved in aqueous media by using a dimethylimidazolinium salt as condensation agent.
2. Facile Synthesis of Sugar Orthoesters and Screening of Hydrolases
A new method for synthesis of sugar orthoesters promoted by potassium fluoride has been developed. Enzymes that recognize a sugar orthoester have been screened.
3. Synthesis of Cyclic Sugar Carbonate and Its Chemical Behavior
A cyclic sugar carbonate was prepared and its chemical behavior, for example, the stability against acid or base, reactivity towards various nucleophiles, has been investigated.
4. Development of Enzymatic Polymer Reactions
A new method for modifying polysaccharide chains by enzymes has been developed. The sulfation and phosphorylation of chitooligosaccharides and amylase has been demonstrated.
5. Acceleration of Enzymatic Polymer Reactions
In order to facilitate the above enzymatic polymer reaction, the enzyme catalysts have been modified by introducing a biding domain for the corresponding polysaccharides.

Report

(4 results)
  • 2007 Annual Research Report   Final Research Report Summary
  • 2006 Annual Research Report
  • 2005 Annual Research Report
  • Research Products

    (25 results)

All 2008 2007 2006 2005 Other

All Journal Article (15 results) (of which Peer Reviewed: 6 results) Presentation (3 results) Book (2 results) Remarks (2 results) Patent(Industrial Property Rights) (3 results) (of which Overseas: 1 results)

  • [Journal Article] A novel glycosyl donor for chemo-enzymatic oligosaccharide synthesis : 4, 6-dimethoxy-1, 3, 5-triazin-2-yl glycoside2008

    • Author(s)
      Tomonari Tanaka
    • Journal Title

      Chem. Commun.

      Pages: 2016-2018

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] A novel glycosyl donor for chemo-enzymatic oligosaccharide synthesis 4, 6-dimethoxy- l, 3, 5-triazin-2-yl glycoside2008

    • Author(s)
      Tomonari Tanaka
    • Journal Title

      Chem. Commun

      Pages: 2016-2018

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Journal Article] Colorimetric Assay for Evaluating Glycosyl Fluoride-hydrolyzing Activity of Glycosidase by Using Alizarin Complexon Reagent2007

    • Author(s)
      Shin-ichiro Shoda
    • Journal Title

      Chem. Lett 36

      Pages: 16-17

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Design and Utilization of Chitinases with Low Hydrolytic Activities2007

    • Author(s)
      Michinari Kohri
    • Journal Title

      Trends Glycosci. Glycotechnol 19

      Pages: 165-180

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Colorimetric Assay for Evaluating Glycosyl Fluoride-hydrolyzing Activity of Glycosidase by Using Alizarin Complexon Reagent2007

    • Author(s)
      Shin-chiro Shoda
    • Journal Title

      Chem. Lett 36

      Pages: 16-17

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Journal Article] Design and Utilization of Chitinases with Low Hydrolytic Activities2007

    • Author(s)
      M. Kohri, A. Kobayashi, S. Shoda
    • Journal Title

      Trends in Glycoscience and Glycotechnology 19

      Pages: 165-180

    • NAID

      10019855941

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Preparation of polysaccharide-polymethacrylate hybrid materials by radical polymerization of cationic methacrylate monomer in the presence of anionic polysaccharide2007

    • Author(s)
      J. Kadokawa, S. Saitou, S. Shoda
    • Journal Title

      POLYMERS FOR ADVANCED TECHNOLOGIES 18

      Pages: 643-646

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Journal Article] 吸光分光法を用いるフッ化糖の活性試験法2007

    • Author(s)
      石原正規、小林厚志、野口真人、正田晋一郎
    • Journal Title

      Cellulose Communications 14

      Pages: 58-61

    • NAID

      40015564547

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Chemo-enzymatic synthesis of novel oligo-N-acetyllactosamine derivatives having a β (1-4)-β (1-6) repeating unit by using transition state analogue substrate2006

    • Author(s)
      S.Shoda
    • Journal Title

      Cellulose 13

      Pages: 477-484

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Stepwise synthesis of chitooligosaccharides through a transition-state analogue substrate catalyzed by mutants of chitinase Al from Bacillus circulars WL-122006

    • Author(s)
      M.Kohri
    • Journal Title

      Holzforschung 60

      Pages: 485-491

    • Related Report
      2006 Annual Research Report
  • [Journal Article] A bacterial chitinase acts as catalyst for synthesis of the N-linked oligosaccharide core trisaccharide by employing a sugar oxazoline substrate2006

    • Author(s)
      A.Kobayashi
    • Journal Title

      Journal of Carbohydrate Chemistry 25

      Pages: 533-541

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Preparation of alginate-polymethacrylate hybrid material by radical polymerization of cationic methacrylate monomer in the presence of sodium alginate2005

    • Author(s)
      J.Kadokawa
    • Journal Title

      Carbohydrate Polymers 60

      Pages: 253-258

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Synthesis of Glucose-Containing Polyaniline by the Oxidative Polymerization of N-Glucosylaniline2005

    • Author(s)
      J.Kadokawa
    • Journal Title

      Macromolecular Rapid Communications 26

      Pages: 103-106

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Irradiation of Ultrasound onto Substrate Mixture Enhances Transglycosylating Activity of Commercial α-Amylase Preparation2005

    • Author(s)
      A.Kobayashi
    • Journal Title

      Chemistry Letters 34

      Pages: 1384-1385

    • NAID

      10019352031

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Glycosidase-catalyzed synthesis of oligosaccharides through intermediate analogue substrate2005

    • Author(s)
      S.Shoda
    • Journal Title

      Research Signpost, Biocatalysis : Chemistry and Biology 37/661

      Pages: 83-98

    • Related Report
      2005 Annual Research Report
  • [Presentation] One-pot chemo-enzymatic glycosylations2008

    • Author(s)
      Shin-ichiro Shoda
    • Organizer
      236^<th> ACS National Meeting
    • Place of Presentation
      Philadelphia (USA)
    • Year and Date
      2008-08-21
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Presentation] One-pot chemo-enzymatic glycosylations2008

    • Author(s)
      Shin-ichiro Shoda
    • Organizer
      236^<th> ACS National Meeting
    • Place of Presentation
      Philadelphia
    • Year and Date
      2008-08-21
    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Presentation] One-pot Synthesis of Oligosaccharides2007

    • Author(s)
      S. Shoda, A. Kobayashi, M. Noguchi, M. Kohri
    • Organizer
      Japanese-European Workshop "Cellulose and functional polysaccharides"
    • Place of Presentation
      heian kaikan, kyoto
    • Year and Date
      2007-10-29
    • Related Report
      2007 Annual Research Report
  • [Book] Handbook of Chemical Glycosylation2008

    • Author(s)
      Shin-ichiro Shoda
    • Total Pages
      500
    • Publisher
      Wiley-VCH
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Book] Handbook of Chemical Glycosylation2008

    • Author(s)
      S. Shoda
    • Total Pages
      31
    • Publisher
      WELEY-VCH
    • Related Report
      2007 Annual Research Report
  • [Remarks] 「研究成果報告書概要(和文)」より

    • URL

      http://www.eng.tohoku.ac.jp/press/press.php?news=20060803144649&ref=/press/?info=31

    • Related Report
      2007 Final Research Report Summary
  • [Remarks] 「研究成果報告書概要(和文)」より

    • URL

      http://www.eng.tohoku.ac.jp/press/press.php?news=20070605110155&ref=/press/?info=21

    • Related Report
      2007 Final Research Report Summary
  • [Patent(Industrial Property Rights)] 糖オキサゾリン誘導体の一段階製造方法2008

    • Inventor(s)
      正田晋一郎
    • Industrial Property Rights Holder
      東北大学
    • Filing Date
      2008-03-07
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
    • Overseas
  • [Patent(Industrial Property Rights)] 配糖体及びその製造方法2008

    • Inventor(s)
      正田晋一郎
    • Industrial Property Rights Holder
      東北大学
    • Industrial Property Number
      2008-150123
    • Filing Date
      2008-06-09
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Patent(Industrial Property Rights)] アンヒドロ糖及びその製造方法2007

    • Inventor(s)
      正田晋一郎、小林厚志、野口真人、田中知成
    • Industrial Property Rights Holder
      国立大学法人東北大学
    • Industrial Property Number
      2007-254281
    • Filing Date
      2007-09-28
    • Related Report
      2007 Annual Research Report

URL: 

Published: 2005-04-01   Modified: 2016-04-21  

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