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Development of structured PEGs and applications to protein stabilization

Research Project

Project/Area Number 26410170
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Bio-related chemistry
Research InstitutionTokyo Institute of Technology (2015-2016)
Tohoku University (2014)

Principal Investigator

Muraoka Takahiro  東京工業大学, 生命理工学院, 助教 (70509132)

Project Period (FY) 2014-04-01 – 2017-03-31
Project Status Completed (Fiscal Year 2016)
Budget Amount *help
¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000)
Fiscal Year 2016: ¥650,000 (Direct Cost: ¥500,000、Indirect Cost: ¥150,000)
Fiscal Year 2015: ¥650,000 (Direct Cost: ¥500,000、Indirect Cost: ¥150,000)
Fiscal Year 2014: ¥3,770,000 (Direct Cost: ¥2,900,000、Indirect Cost: ¥870,000)
Keywordsポリエチレングリコール / 凝集抑制効果 / 熱応答性 / 両親媒性分子 / 大環状分子 / 環状分子 / 両親媒性 / 生体関連化学 / 水溶性分子 / 分子集合体 / 凝集抑制
Outline of Final Research Achievements

As a series of polyethylene glycol (PEG) analogues with structured macrocyclic morphology, PEGs with digonal to hexagonal structures were synthesized and their properties were evaluated. At room temperature, the macrocyclic PEG analogues showed higher hydrophobicity than the corresponding linear PEGs, and the hydrophobicity continuously increased with the ring size. At 70 °C, on the other hand, a topological effect was observed in the relationship between the molecular structure and hydrophobicity.
Amphiphilic PEGs bearing phenyl group at the end of PEG with different chain length were also developed. Phenyl octaethylene glycol showed higher protein aggregation suppression effect than phenyl tetraethylene glycol.

Report

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

    (39 results)

All 2017 2016 2015 2014 Other

All Int'l Joint Research (3 results) Journal Article (8 results) (of which Int'l Joint Research: 1 results,  Peer Reviewed: 8 results,  Open Access: 4 results,  Acknowledgement Compliant: 6 results) Presentation (20 results) (of which Int'l Joint Research: 7 results,  Invited: 10 results) Remarks (3 results) Patent(Industrial Property Rights) (5 results) (of which Overseas: 1 results)

  • [Int'l Joint Research] Slovenian NMR Centre(スロベニア)

    • Related Report
      2016 Annual Research Report
  • [Int'l Joint Research] National University of Ireland, Galway(アイルランド)

    • Related Report
      2016 Annual Research Report
  • [Int'l Joint Research] アイルランド国際大学ゴールウェイ校(アイルランド)

    • Related Report
      2015 Research-status Report
  • [Journal Article] Newly characterized interaction stabilizes DNA structure: oligoethylene glycols stabilize G-quadruplexes CH?π interactions2017

    • Author(s)
      Tateishi-Karimata Hisae、Ohyama Tatsuya、Muraoka Takahiro、Podbevsek Peter、Wawro Adam M.、Tanaka Shigenori、Nakano Shu-ichi、Kinbara Kazushi、Plavec Janez、Sugimoto Naoki
    • Journal Title

      Nucleic Acids Research

      Volume: 45 Issue: 12 Pages: 7021-7030

    • DOI

      10.1093/nar/gkx299

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] G-quadruplexes with tetraethylene glycol-modified deoxythymidines are resistant to nucleases and inhibit HIV-1 reverse transcriptase2016

    • Author(s)
      H. Tateishi-Karimata, T. Muraoka, K. Kinbara, and N. Sugimoto
    • Journal Title

      ChemBioChem

      Volume: 17 Issue: 15 Pages: 1399-1402

    • DOI

      10.1002/cbic.201600162

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Multigram Chromatography-free Synthesis of Octa(ethylene glycol) p-Toluenesulfonate2016

    • Author(s)
      Adam M. Wawro, Takahiro Muraoka, Maho Kato, and Kazushi Kinbara
    • Journal Title

      Org. Chem. Front.

      Volume: 11 Issue: 11 Pages: 1524-1534

    • DOI

      10.1039/c6qo00398b

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Open Access / Acknowledgement Compliant
  • [Journal Article] Chromatography-Free Synthesis of Monodisperse Oligo(ethylene glycol) Mono-p-toluenesulfonates and Quantitative Analysis of Oligomer Purity2016

    • Author(s)
      Adam. M. Wawro, Takahiro Muraoka, and Kazushi Kinbara
    • Journal Title

      Polym. Chem.

      Volume: 7 Issue: 13 Pages: 2389-2394

    • DOI

      10.1039/c6py00127k

    • Related Report
      2016 Annual Research Report 2015 Research-status Report
    • Peer Reviewed / Open Access / Acknowledgement Compliant
  • [Journal Article] Synthesis and Thermal Responses of Polygonal Poly(ethylene glycol) Analogues2016

    • Author(s)
      Shunichi Kawasaki, Takahiro Muraoka,* Tsutomu Hamada, Kazuki Shigyou, Fumi Nagatsugi and Kazushi Kinbara*
    • Journal Title

      Chem. Asian J.

      Volume: 11 Issue: 7 Pages: 1028-1035

    • DOI

      10.1002/asia.201501381

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Bioinspired Multi-block Molecules2016

    • Author(s)
      Takahiro Muraoka and Kazushi Kinbara
    • Journal Title

      Chem. Commun.

      Volume: 52 Issue: 13 Pages: 2667-2678

    • DOI

      10.1039/c5cc08052e

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Open Access / Acknowledgement Compliant
  • [Journal Article] Development of Stimuli-Responsive Multi-Block Amphiphiles2015

    • Author(s)
      Takahiro Muraoka, Shunichi Kawasaki, and Kazushi Kinbara
    • Journal Title

      J. Photopolym. Sci. Tec.

      Volume: 28 Pages: 579-582

    • NAID

      130005101120

    • Related Report
      2015 Research-status Report
    • Peer Reviewed
  • [Journal Article] Protein stabilization by an amphiphilic short monodisperse oligo(ethylene glycol)2015

    • Author(s)
      Nabanita Sadhukhan, Takahiro Muraoka, Mihoko Ui, Satoru Nagatoishi, Kouhei Tsumoto, Kazushi Kinbara
    • Journal Title

      Chemical Communications

      Volume: 51 Issue: 40 Pages: 8457-8460

    • DOI

      10.1039/c4cc10301g

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] 分子クラウディング環境における相互作用を活用した新規の逆転写反応阻害法の開発2017

    • Author(s)
      建石寿枝,大山達也, 村岡貴博, Peter Podbevsek, Adam M. Wawro, 田中成典, 金原数, Janez Plavec, 杉本直己
    • Organizer
      日本核酸医薬学会第3回年会
    • Place of Presentation
      札幌コンベンションセンター
    • Year and Date
      2017-07-12
    • Related Report
      2016 Annual Research Report
  • [Presentation] タンパク質操作に向けた有機化学的アプローチ2017

    • Author(s)
      村岡貴博
    • Organizer
      最先端光計測とライフサイエンスの未来 ーBio. Phys. Chem.三重点の探索ー
    • Place of Presentation
      東北大学
    • Related Report
      2016 Annual Research Report
    • Invited
  • [Presentation] テトラエチレングリコール修飾塩基をもつ四重鎖構造を用いた逆転写反応制御2016

    • Author(s)
      建石寿枝,大山達也, 村岡貴博, Peter Podbevsek, 田中成典, 金原数, Janez Plavec, 杉本直己
    • Organizer
      日本核酸医薬学会第2回年会
    • Place of Presentation
      東京理科大学
    • Year and Date
      2016-11-15
    • Related Report
      2016 Annual Research Report
  • [Presentation] テトラエチレングリコール修飾によるDNA四重鎖の安定化機構の解明2016

    • Author(s)
      大山達也, 建石寿枝, 田中成典、村岡貴博、金原数、杉本直己
    • Organizer
      第10回分子科学討論会
    • Place of Presentation
      神戸ファッションマート
    • Year and Date
      2016-09-13
    • Related Report
      2016 Annual Research Report
  • [Presentation] Bio-inspired Multi-block Molecules2016

    • Author(s)
      村岡貴博
    • Organizer
      JSPS二国間交流セミナー(日本ー台湾)
    • Place of Presentation
      台湾
    • Year and Date
      2016-06-24
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] 自己組織化マルチブロック分子の動的機能2016

    • Author(s)
      村岡貴博
    • Organizer
      高分子学会 16-1超分子研究会
    • Place of Presentation
      東京
    • Year and Date
      2016-05-20
    • Related Report
      2015 Research-status Report
    • Invited
  • [Presentation] 膜タンパク質から着想した動的超分子イオンチャネルの開発2016

    • Author(s)
      村岡貴博
    • Organizer
      日本化学会96春季年会
    • Place of Presentation
      京都
    • Year and Date
      2016-03-27
    • Related Report
      2015 Research-status Report
    • Invited
  • [Presentation] Structured and Amphiphilic PEGs for Bio-related Chemistry2016

    • Author(s)
      村岡貴博、金原数
    • Organizer
      FIBER International Summit for Nucleic Acids (FISNA) 2016 at Konan University
    • Place of Presentation
      甲南大学
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 自己組織化マルチブロック分子の動的機能2016

    • Author(s)
      村岡貴博
    • Organizer
      高分子学会 16-1超分子研究会
    • Place of Presentation
      早稲田大学
    • Related Report
      2016 Annual Research Report
    • Invited
  • [Presentation] Stimuli-responsive synthetic ion channels2015

    • Author(s)
      村岡貴博
    • Organizer
      Pacifichem 2015
    • Place of Presentation
      ハワイ、米国
    • Year and Date
      2015-12-14
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] Monodispersed PEG derivatives: Straightforward synthesis and analysis revisited2015

    • Author(s)
      A. M. Wawro, 村岡貴博、金原数
    • Organizer
      Tetrahedron Symposium Asia Edition
    • Place of Presentation
      上海、中国
    • Year and Date
      2015-11-10
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] Towards simplicity in synthesis of monodispersed PEG derivatives2015

    • Author(s)
      A. M. Wawro, 村岡貴博、金原数
    • Organizer
      高分子討論会
    • Place of Presentation
      仙台
    • Year and Date
      2015-09-15
    • Related Report
      2015 Research-status Report
  • [Presentation] Topological effect on self-assembly of bola- and cyclic amphiphiles2015

    • Author(s)
      Rui Li, 村岡貴博、金原数
    • Organizer
      高分子討論会
    • Place of Presentation
      仙台
    • Year and Date
      2015-09-15
    • Related Report
      2015 Research-status Report
  • [Presentation] 膜中、結晶中で機能するマルチブロック両親媒性化合物2015

    • Author(s)
      村岡貴博
    • Organizer
      平成27年度化学系学協会東北大会 高分子化学コロキウム
    • Place of Presentation
      弘前
    • Year and Date
      2015-09-12
    • Related Report
      2015 Research-status Report
    • Invited
  • [Presentation] Topological study of bola- and cyclic-amphiphiles2015

    • Author(s)
      Rui Li, 村岡貴博、金原数
    • Organizer
      15th International Conference on Chiroptical Spectroscopy
    • Place of Presentation
      札幌
    • Year and Date
      2015-08-30
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] Development of Stimuli-Resposnsive Multi-Block Amphiphiles2015

    • Author(s)
      村岡貴博
    • Organizer
      The 32nd International Conference of Photopolymer Science and Technology
    • Place of Presentation
      幕張
    • Year and Date
      2015-06-26
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Bioinspired Multi-Block Amphiphiles2015

    • Author(s)
      村岡貴博
    • Organizer
      IMS Asian International Symposium (Supramolecular Dynamics at the Interface of Chemistry and Biology
    • Place of Presentation
      岡崎
    • Year and Date
      2015-06-13
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] 交互両親媒性化合物の膜中、結晶中での機能2015

    • Author(s)
      村岡貴博
    • Organizer
      高分子学会九州支部有機材料研究会
    • Place of Presentation
      福岡
    • Year and Date
      2015-03-04
    • Related Report
      2014 Research-status Report
    • Invited
  • [Presentation] Functional amphiphilic multi-block oligomers2014

    • Author(s)
      村岡貴博、金原数
    • Organizer
      International polymer conference
    • Place of Presentation
      筑波
    • Year and Date
      2014-12-02 – 2014-12-05
    • Related Report
      2014 Research-status Report
  • [Presentation] Structural modification of PEG for protein manipulation2014

    • Author(s)
      村岡貴博、金原数
    • Organizer
      バイオ関連化学シンポジウム
    • Place of Presentation
      岡山
    • Year and Date
      2014-09-11 – 2014-09-13
    • Related Report
      2014 Research-status Report
  • [Remarks] 村岡貴博

    • URL

      http://www.kinbara.bio.titech.ac.jp/jp/group-2/muraoka/

    • Related Report
      2015 Research-status Report
  • [Remarks] 金原研究室

    • URL

      http://www.kinbara.bio.titech.ac.jp/jp/

    • Related Report
      2015 Research-status Report
  • [Remarks] 構造化PEG分子の開発

    • URL

      http://www.tagen.tohoku.ac.jp/labo/kinbara/index-j.html

    • Related Report
      2014 Research-status Report
  • [Patent(Industrial Property Rights)] 芳香環とオリゴエチレングリコールの交互配列からなる新規タンパク質凝集抑制剤2016

    • Inventor(s)
      金原数, 村岡貴博, アダム ヴァヴロ
    • Industrial Property Rights Holder
      金原数, 村岡貴博, アダム ヴァヴロ
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      2016-141891
    • Filing Date
      2016-07-19
    • Related Report
      2016 Annual Research Report
  • [Patent(Industrial Property Rights)] Hetero type monodispersed polyethylene glycol, intermediate for production of hetero type monodispersed polyethylene glycol, methods for producing same, and hetero type monodispersed polyeth2016

    • Inventor(s)
      金原数、村岡貴博、マルシン アダム、大嶽知之、姜義哲、宇留賀友輝
    • Industrial Property Rights Holder
      金原数、村岡貴博、マルシン アダム、大嶽知之、姜義哲、宇留賀友輝
    • Industrial Property Rights Type
      特許
    • Filing Date
      2016-06-29
    • Related Report
      2016 Annual Research Report
    • Overseas
  • [Patent(Industrial Property Rights)] タンパク質の凝集抑制剤及びタンパク質の凝集抑制方法2016

    • Inventor(s)
      金原数、村岡貴博、栗之丸隆章
    • Industrial Property Rights Holder
      金原数、村岡貴博、栗之丸隆章
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      2016-036136
    • Filing Date
      2016-02-26
    • Related Report
      2015 Research-status Report
  • [Patent(Industrial Property Rights)] ヘテロ型単分散ポリエチレングリコール、ヘテロ型単分散ポリエチレングリコール製造用中間体及びそれらの製造方法、並びに、ヘテロ型単分散ポリエチレングリコール結合体2015

    • Inventor(s)
      金原数、村岡貴博、マルシンアダム、外4名
    • Industrial Property Rights Holder
      金原数、村岡貴博、マルシンアダム、外4名
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      2015-131744
    • Filing Date
      2015-09-10
    • Related Report
      2015 Research-status Report
  • [Patent(Industrial Property Rights)] DNA 特殊構造を特異的に安定化させる修飾核酸2015

    • Inventor(s)
      杉本直己, 建石寿枝, 金原数, 村岡貴博
    • Industrial Property Rights Holder
      杉本直己, 建石寿枝, 金原数, 村岡貴博
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      2015-095059
    • Filing Date
      2015-05-07
    • Related Report
      2015 Research-status Report

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Published: 2014-04-04   Modified: 2018-12-17  

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