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Sugar-responsive molecular necklaces and their application for an artificial pancreas

Research Project

Project/Area Number 25860027
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Physical pharmacy
Research InstitutionJosai University

Principal Investigator

Egawa Yuya  城西大学, 薬学部, 准教授 (90400267)

Project Period (FY) 2013-04-01 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥4,160,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥960,000)
Fiscal Year 2015: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Fiscal Year 2014: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2013: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000)
Keywordsシクロデキストリン / ボロン酸 / 糖応答性 / インスリン / 超分子 / シュードポリロタキサン / ポリシュードロタキサン / 刺激応答性 / フェニルボロン酸 / 人工膵臓 / グルコース / 分子ネックレス
Outline of Final Research Achievements

We have improved a sugar response of an artificial pancreas system based on a molecular necklace structure. Our previous system was composed of two materials. One was a bead-like molecule modified with a sugar sensor moiety, phenylboronic acid-modified γ-cyclodextrin (PBA-γ-CyD). The other was a chain polymer modified with naphthalene and insulin at each terminal, naphthalene-polyethylene glycol-insulin (Naph-PEG-Ins). The Naph-PEG-Ins/PBA-γ-CyD molecular necklace was poorly water soluble at pH 7.4; however, sugar addition induced disintegration of the molecular necklace, and the release rate of Naph-PEG-Ins was accelerated. In this study, the sugar sensor moiety was replaced by nitrophenylboronic acid (NPBA). The molecular necklace containing NPBA showed a better sugar response due to its stronger sugar affinity and its three-dimensional arrangement in the molecular necklace.

Report

(4 results)
  • 2015 Annual Research Report   Final Research Report ( PDF )
  • 2014 Research-status Report
  • 2013 Research-status Report
  • Research Products

    (23 results)

All 2016 2015 2014 2013 Other

All Journal Article (5 results) (of which Peer Reviewed: 5 results,  Acknowledgement Compliant: 3 results,  Open Access: 1 results) Presentation (15 results) (of which Int'l Joint Research: 3 results) Remarks (3 results)

  • [Journal Article] Pseudopolyrotaxane composed of phenylboronic acid-modified polyethylene glycol and γ-cyclodextrin2015

    • Author(s)
      Tomohiro Sek, Misato Namiki, Yuya Egawa, Ryotaro Miki, KazuhikoJuni, Toshinobu Seki
    • Journal Title

      Materials

      Volume: 8 Issue: 3 Pages: 1341-1349

    • DOI

      10.3390/ma8031341

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Open Access / Acknowledgement Compliant
  • [Journal Article] Sugar-responsive pseudopolyrotaxanes and their application in sugar-induced release of PEGylated insulin2015

    • Author(s)
      Tomohiro Seki, Keigo Abe, Kiminobu Nakamura, Yuya Egawa, Ryotaro Miki, Kazuhiko Juni,Toshinobu Seki
    • Journal Title

      Journal of Inclusion Phenomena and Macrocyclic Chemistry

      Volume: 00 Issue: 3-4 Pages: 00-00

    • DOI

      10.1007/s10847-015-0504-0

    • NAID

      120005624873

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Preparation of Polypseudorotaxanes Composed of Cyclodextrin and Polymers in Microspheres2014

    • Author(s)
      Katsunori Shinohara, Miki Yamashita,Wataru Uchida, Chie Okabe, Shinji Oshima, Masahiro Sugino, Yuya Egawa, Ryotaro Miki, Osamu Hosoya, Takashi Fujihara Yoshihiro Ishimaru, Tohru Kishino, Toshinobu Seki, Kazuhiko Juni
    • Journal Title

      Chemical and Pharmaceutical Bulletin

      Volume: 62 Issue: 10 Pages: 962-966

    • DOI

      10.1248/cpb.c14-00313

    • NAID

      130004693773

    • ISSN
      0009-2363, 1347-5223
    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Supramolecular Nanomachines for Sugar Responsive Insulin Release Systems2013

    • Author(s)
      江川祐哉,関俊暢
    • Journal Title

      YAKUGAKU ZASSHI

      Volume: 133 Issue: 12 Pages: 1287-1295

    • DOI

      10.1248/yakushi.13-00222-4

    • NAID

      130003382280

    • ISSN
      0031-6903, 1347-5231
    • Year and Date
      2013-12-01
    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Sugar-Sensitive Supramolecular Structures Based on Phenylboronic Acid-Modified Cyclodextrins2013

    • Author(s)
      K. Nakamura, T. Seki, Y. Egawa, R. Miki, Y. Oda, T. Yamanoi, T. Seki
    • Journal Title

      Chemical and Pharmaceutical Bulletin

      Volume: 61 Issue: 11 Pages: 1188-1191

    • DOI

      10.1248/cpb.c13-00542

    • NAID

      130003360911

    • ISSN
      0009-2363, 1347-5223
    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Presentation] 架橋点にロタキサン構造を持ち糖に繰り返し応答するゲルの調製2016

    • Author(s)
      小島 裕、武井 千弥、関 智宏、江川 祐哉、三木 涼太郎、関 俊暢
    • Organizer
      日本薬学会第136年会
    • Place of Presentation
      横浜
    • Year and Date
      2016-03-27
    • Related Report
      2015 Annual Research Report
  • [Presentation] Complexation of phenylboronic acid-modified polyethylene glycol with native γ-cyclodextrin for sugar-responsive molecular necklace2015

    • Author(s)
      Tomohiro Seki, Misato Namiki, Yuya Egawa, Ryotaro Miki, Kazuhiko Juni, Toshinobu Seki
    • Organizer
      Joint Conference of the 8th Asian Cyclodextrin Conference and the 32nd Cyclodextrin Symposium
    • Place of Presentation
      Kumamoto, Japan
    • Year and Date
      2015-05-14
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Preparation of a sugar-responsive polypseudorotaxane having a directly sugar-binding sensor2015

    • Author(s)
      Tomohiro Seki, Keigo Abe, Yuya Egawa, Ryotaro Miki, Kazuhiko Juni, Toshinobu Seki
    • Organizer
      Joint Conference of the 8th Asian Cyclodextrin Conference and the 32nd Cyclodextrin Symposium
    • Place of Presentation
      Kumamoto, Japan
    • Year and Date
      2015-05-14
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Preparation of a sugar-responsive gel using rotaxane structures as cross-linkers2015

    • Author(s)
      Yu Kojima, Yuya Egawa, Ryotaro Miki, Toshinobu Seki
    • Organizer
      Joint Conference of the 8th Asian Cyclodextrin Conference and the 32nd Cyclodextrin Symposium
    • Place of Presentation
      Kumamoto, Japan
    • Year and Date
      2015-05-14
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] 糖センサー修飾ポリエチレングリコールを用いて調製した分子ネックレスの糖応答性のメカニズムの調査2015

    • Author(s)
      並木 美仁、関 智宏、江川 祐哉、三木 涼太郎、関 俊暢
    • Organizer
      日本薬学会第135年会
    • Place of Presentation
      神戸薬科大他 神戸市
    • Year and Date
      2015-03-26 – 2015-03-28
    • Related Report
      2014 Research-status Report
  • [Presentation] シクロデキストリンおよび高分子鎖への糖センサー二重修飾分子ネックレスの調製とその糖応答性2015

    • Author(s)
      関 智宏、並木 美仁、江川 祐哉、三木 涼太郎、関 俊暢
    • Organizer
      日本薬学会第135年会
    • Place of Presentation
      神戸薬科大他 神戸市
    • Year and Date
      2015-03-26 – 2015-03-28
    • Related Report
      2014 Research-status Report
  • [Presentation] 糖センサー分子修飾によるインスリンの糖応答性血中移行制御の試み2014

    • Author(s)
      関智宏、鈴木健太、井上知子、並木美仁、江川祐哉、三木涼太郎、関俊暢
    • Organizer
      第20回創剤フォーラム若手研究会
    • Place of Presentation
      東京薬科大 八王子市
    • Year and Date
      2014-11-29
    • Related Report
      2014 Research-status Report
  • [Presentation] 糖センサー修飾ポリエチレングリコール鎖を軸成分に用いたシクロデキストリン分子ネックレスの調製2014

    • Author(s)
      並木美仁、関 智宏、江川祐哉、三木涼太郎、関 俊暢
    • Organizer
      第58回日本薬学会関東支部大会
    • Place of Presentation
      昭和薬科大 町田市
    • Year and Date
      2014-10-08
    • Related Report
      2014 Research-status Report
  • [Presentation] 糖化学センサー修飾ポリシュードロタキサンのインスリンデリバリーへの応用2014

    • Author(s)
      江川祐哉、関智宏、阿部圭吾、三木涼太郎、関俊暢
    • Organizer
      第31回シクロデキストリンジンポジウム
    • Place of Presentation
      島根県民会館 松江市
    • Year and Date
      2014-09-11 – 2014-09-12
    • Related Report
      2014 Research-status Report
  • [Presentation] 糖と直接結合可能なセンサー修飾基を有する糖応答PEG鎖放出ポリシュードロタキサン2014

    • Author(s)
      関智宏、阿部圭吾、江川祐哉、三木涼太郎、関俊暢
    • Organizer
      第31回シクロデキストリンジンポジウム
    • Place of Presentation
      島根県民会館 松江市
    • Year and Date
      2014-09-11 – 2014-09-12
    • Related Report
      2014 Research-status Report
  • [Presentation] 糖センサー化学修飾分子ネックレスからのPEG鎖放出の糖応答性改善の試み2014

    • Author(s)
      関 智宏 、江川 祐哉 、三木 涼太郎 、関 俊暢
    • Organizer
      日本薬剤学会第29年会
    • Place of Presentation
      大宮ソニックシティビル さいたま市
    • Year and Date
      2014-05-20 – 2014-05-22
    • Related Report
      2014 Research-status Report
  • [Presentation] 糖応答性ポリシュードロタキサンの崩壊特性への鎖長の影響2014

    • Author(s)
      阿部 圭吾 、関智宏 、小林 由希 、江川 祐哉 、三木 涼太郎、関 俊暢
    • Organizer
      日本薬剤学会第29年会
    • Place of Presentation
      大宮ソニックシティビル さいたま市
    • Year and Date
      2014-05-20 – 2014-05-22
    • Related Report
      2014 Research-status Report
  • [Presentation] フェニルボロン酸修飾シクロデキストリンと末端修飾ポリエチレングリコールによるポリシュードロタキサンの形成過程の調査2014

    • Author(s)
      阿部 圭吾、関 智宏、江川 祐哉、三木 涼太郎、関 俊暢
    • Organizer
      日本薬学会第134年会
    • Place of Presentation
      熊本大学他(熊本市)
    • Related Report
      2013 Research-status Report
  • [Presentation] 修飾シクロデキストリンを用いた糖応答性超分子複合体の調製とインスリン放出制御への応用2013

    • Author(s)
      阿部 圭吾,関 智宏,江川 祐哉,三木 涼太郎,関 俊暢
    • Organizer
      第57回日本薬学会関東支部会
    • Place of Presentation
      帝京大学(板橋区)
    • Related Report
      2013 Research-status Report
  • [Presentation] フェニルボロン酸修飾 γ-シクロデキストリンを用いた一本鎖ポリシュードロタキサンの調製と糖濃度に応じた PEG 鎖リリース挙動2013

    • Author(s)
      関 智宏 、江川 祐哉 、三木 涼太郎 、関 俊暢
    • Organizer
      第30回シクロデキストリンシンポジウム
    • Place of Presentation
      くまもと県民交流館パレア(熊本市)
    • Related Report
      2013 Research-status Report
  • [Remarks] 城西大学薬品物理化学講座

    • URL

      http://www.josai.ac.jp/~butuyaku/

    • Related Report
      2015 Annual Research Report
  • [Remarks] 城西大学薬学部薬品物理化学講座ホームページ

    • URL

      http://www.josai.ac.jp/~butuyaku/achievement.html

    • Related Report
      2014 Research-status Report
  • [Remarks] 城西大学薬学部薬品物理化学講座研究内容

    • URL

      http://www.josai.ac.jp/~butuyaku/research.html

    • Related Report
      2013 Research-status Report

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Published: 2014-07-25   Modified: 2019-07-29  

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