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Synthesis and Applications of Ultrahigh Molecular Weight Polyphenols

Research Project

Project/Area Number 17350059
Research Category

Grant-in-Aid for Scientific Research (B)

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

Principal Investigator

UYAMA Hiroshi  Osaka University, Graduate School of Engineering, Professor, 大学院工学研究科, 教授 (70203594)

Co-Investigator(Kenkyū-buntansha) KAGEYAMA Hiroshi  Osaka University, Graduate School of Engineering, Lecturer, 大学院工学研究科, 講師 (50294038)
Project Period (FY) 2005 – 2006
Project Status Completed (Fiscal Year 2006)
Budget Amount *help
¥15,000,000 (Direct Cost: ¥15,000,000)
Fiscal Year 2006: ¥5,000,000 (Direct Cost: ¥5,000,000)
Fiscal Year 2005: ¥10,000,000 (Direct Cost: ¥10,000,000)
KeywordsOxidative Coupling / Enzyme / Enzyme Model Complex / Lignophenol / γ-Poly(glutamic acid) / Phenol / Poly(amino acid) / Hydrogel / 酸化重合 / ポリフェノール
Research Abstract

Oxidative coupling of lignophenol was carried out using Fe-salen (an enzyme model complex) as catalyst. Under the selected reaction conditions, soluble lignophenols polymers with molecular weight of several hundred thousands were obtained quantitatively. Structure of the lignophenols affected the polymerization behaviors. Light scattering analysis showed the formation of the ultrahigh molecular weight polymers (molecular weight higher than one million). The cross-coupling of lignophenol with phenol-containing poly(amino acid) was examined. The appropriate coupling conditions enabled the quantitative production of the soluble hybrids of both polymers.
Poly(amino acid) hydrogels were synthesized by utilizing the enzyme catalysis. Peroxidase catalyzed the oxidative coupling of phenol-containing γ-poly(glutamic acid) (PGA) to produce the PGA hydrogel. The gel properties (crosslinking density, swelling ratio, etc) could be controlled by the reaction conditions such as the PGA and enzyme concentration. The elastic modulus (G') increased with increasing the enzyme concentration. The G' value of resulting hydrogels was not dependent on the measurement frequency, suggesting the formation of uniform hydrogels. The swelling ratio of the PGA hydrogel depended on pH; the hydrogel enormously swelled in high pH due to the neutralization of carboxylic acid group in the side chain of PGA.

Report

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

    (27 results)

All 2007 2006 2005 Other

All Journal Article (25 results) Book (2 results)

  • [Journal Article] Polymeric Flavonoids : Synthesis and Applications2007

    • Author(s)
      Hiroshi Uyama
    • Journal Title

      Macromol. Biosci. 7

      Pages: 410-410

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Polymeric Flavonoids : Synthesis and Applications2007

    • Author(s)
      Hiroshi Uyama
    • Journal Title

      Macromol.Biosci. 7

      Pages: 410-412

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Enzymatic Synthesis and Properties of Polymers from Polyphenols2006

    • Author(s)
      Hiroshi Uyama et al.
    • Journal Title

      Adv. Polym. Sci. 194

      Pages: 51-51

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Thermal Behavior and Phase Morphology of Miscible Hydrogen-Bonded Blends of Poly(ε-caprolactone) and Enzymatically Polymerized Polyphenol2006

    • Author(s)
      Jianchun Li et al.
    • Journal Title

      J. Appl. Polym. Sci. 101

      Pages: 149-149

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Annual Research Report 2006 Final Research Report Summary
  • [Journal Article] The Paints by Enzymatic Reaction Using Laccol on Three-roll Mill2006

    • Author(s)
      Nobuyuki Ando et al.
    • Journal Title

      J. Jpn. Colour Mater. 79

      Pages: 438-438

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] 再生可能なグリーンポリマーの開発2006

    • Author(s)
      宇山 浩
    • Journal Title

      接着 50

      Pages: 103-103

    • NAID

      40007219840

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] 酵素触媒重合の新展開2006

    • Author(s)
      宇山 浩
    • Journal Title

      化学と生物 44

      Pages: 814-814

    • NAID

      10018410122

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Annual Research Report 2006 Final Research Report Summary
  • [Journal Article] Enzymatic Synthesis and Properties of Polymers from Polyphenols2006

    • Author(s)
      Hiroshi Uyama et al.
    • Journal Title

      Adv.Polym.Sci. 194

      Pages: 51-67

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary 2005 Annual Research Report
  • [Journal Article] Thermal Behavior and Phase Morphology of Miscible Hydrogen-Bonded Blends of Poly(□-caprolactone) and Enzymatically Polymerized Polyphenol2006

    • Author(s)
      Jianchun Li et al.
    • Journal Title

      J.Appl.Polym.Sci. 101

      Pages: 149-160

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] The Paints by Enzymatic Reaction Using Laccol on Three-roll Mill2006

    • Author(s)
      Nobuyuki Ando et al.
    • Journal Title

      J.Jpn. Colour Mater. 79

      Pages: 438-441

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Development of Renewable Green Polymers2006

    • Author(s)
      Hiroshi Uyama
    • Journal Title

      Technology on Adhesion and Sealing 50

      Pages: 103-106

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Development of Enzymatic Polymerizations2006

    • Author(s)
      Hiroshi Uyama
    • Journal Title

      Kagaku To Seibutsu 44

      Pages: 814-822

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Biorelated Activity of Catechin Polymers and Hybrids2006

    • Author(s)
      Hiroshi Uyama
    • Journal Title

      Health Beneficial Functions and Development of Tea Goods(ed by M.Isemura)(CMC (Tokyo))

      Pages: 295-303

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Miscible Blend of Poly(3-hydroxybutyrate) and Enzymatically Polymerized Polyphenol2005

    • Author(s)
      Jianchun Li et al.
    • Journal Title

      J. Appl. Polym. Sci. 97

      Pages: 2439-2439

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Peroxidase-Catalyzed in Situ Polymerization of Surface Orientated Caffeic Acid2005

    • Author(s)
      Peng Xu et al.
    • Journal Title

      J. Am. Chem. Soc. 127

      Pages: 11745-11745

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Injectable Biodegradable Hydrogels Composed of Hyaluronic Acid-Tyramine Conjugates for Drug Delivery and Tissue Engineering2005

    • Author(s)
      Motoichi Kurisawa et al.
    • Journal Title

      Chem. Commun.

      Pages: 4312-4312

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] 酵素触媒重合2005

    • Author(s)
      宇山 浩
    • Journal Title

      日本接着学会誌 41

      Pages: 250-250

    • NAID

      80015851929

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary 2005 Annual Research Report
  • [Journal Article] 酵素関連触媒を用いるフェノール類の酸化カップリング反応2005

    • Author(s)
      宇山 浩
    • Journal Title

      バイオインダストリー 22(7)

      Pages: 61-61

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary 2005 Annual Research Report
  • [Journal Article] Miscible Blend of Poly(3-hydroxybutyrate) and Enzymatically Polymerized Polyphenol2005

    • Author(s)
      Jianchun Li et al.
    • Journal Title

      J.Appl.Polym.Sci. 97

      Pages: 2439-2449

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary 2005 Annual Research Report
  • [Journal Article] Peroxidase-Catalyzed in Situ Polymerization of Surface Orientated Caffeic Acid2005

    • Author(s)
      Peng Xu et al.
    • Journal Title

      J.Am.Chem.Soc. 127

      Pages: 11745-11753

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary 2005 Annual Research Report
  • [Journal Article] Injectable Biodegradable Hydrogels Composed of Hyaluronic Acid-Tyramine Conjugates for Drug Delivery and Tissue Engineering2005

    • Author(s)
      Motoichi Kurisawa et al.
    • Journal Title

      Chem.Commun.

      Pages: 4312-4314

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Enzymatic Polymerization2005

    • Author(s)
      Hiroshi Uyama
    • Journal Title

      Journal of The Adhesion Society of Japan 41

      Pages: 250-257

    • NAID

      130000929749

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Oxidative Coupling of Phenols by Enzyme-related Catalysts2005

    • Author(s)
      Hiroshi Uyama
    • Journal Title

      Bio Industry 22 (7)

      Pages: 61-67

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Injectable Biodegradable Hydrogels Composed of Hyaluronic Acid-Tyramine Conjugates for Drug Delivery and tissue Engineering2005

    • Author(s)
      Motoichi Kurisawa et al.
    • Journal Title

      Chem.Commun.

      Pages: 4312-4312

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Enzymatic Polymerization,

    • Author(s)
      Hiroshi Uyama
    • Journal Title

      Future Directions in Biocatalysis(ed by T.Matsuda)(Elsevier (Amsterdam)) (in press)

    • NAID

      130000929749

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Book] Future Directions in Biocatalysis (Enzymatic Polymerization) (ed by T. Matsuda)2007

    • Author(s)
      Hiroshi Uyama(分担執筆)
    • Total Pages
      49
    • Publisher
      Elsevier
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Book] 茶の効能と応用開発(カテキン重合体、ハイブリッドの生物活性)(伊勢村 護監修)2006

    • Author(s)
      宇山 浩(分担執筆)
    • Total Pages
      9
    • Publisher
      シーェムシー
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary

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

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