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X-ray crystallography of quasi-racemic glycoprotein synthesized by chemical methods

Research Project

Project/Area Number 24750161
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Chemistry related to living body
Research InstitutionOsaka University

Principal Investigator

OKAMOTO Ryo  大阪大学, 理学(系)研究科(研究院), 助教 (30596870)

Project Period (FY) 2012-04-01 – 2014-03-31
Project Status Completed (Fiscal Year 2013)
Budget Amount *help
¥4,550,000 (Direct Cost: ¥3,500,000、Indirect Cost: ¥1,050,000)
Fiscal Year 2013: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2012: ¥2,860,000 (Direct Cost: ¥2,200,000、Indirect Cost: ¥660,000)
Keywords糖タンパク質 / 結晶構造解析 / N-アセチルグアニジン / ペプチドグアニジド / ペプチドチオエステル / 不凍糖タンパク質 / AFGP / 偽-ラセミタンパク質結晶化法 / ペプチド-グアニジド / グアニジド
Research Abstract

In this study, a new peptide-thioester synthetic method and a regioselective peptide coupling reaction using peptide-guanidide, that was originally found by the author, have been successfully established for the synthesis of homogeneous glycoproteins. Based on these new methodologies, the syntheses of N-glycoprotein: CD59 and O-linked glycoprotein: anti freeze glycoprotein (AFGP) were also achieved. Furthermore, a diastereomeric form of AFGP which has D-amino acids and native GalNAc residues have also successfully synthesized. Quasi-racemic crystallization of AFGP was conducted by using the solution of the 1:1 mixture of the native AFGP and the diastereomeric AFGP.

Report

(3 results)
  • 2013 Annual Research Report   Final Research Report ( PDF )
  • 2012 Research-status Report
  • Research Products

    (18 results)

All 2014 2013 2012

All Presentation (17 results) (of which Invited: 1 results) Book (1 results)

  • [Presentation] 不凍糖タンパク質AFGPの合成研究2014

    • Author(s)
      折井亮、岡本亮、和泉雅之、梶原康宏
    • Organizer
      日本化学会第94会春季年会
    • Place of Presentation
      名古屋大学
    • Year and Date
      2014-03-28
    • Related Report
      2013 Final Research Report
  • [Presentation] 不凍糖タンパク質AFGPの合成研究2014

    • Author(s)
      折井亮
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学
    • Related Report
      2013 Annual Research Report
  • [Presentation] Development of an Efficient Synthetic Method of Peptidyl-N-Acylguanidine Derivatives and its Application to Peptide Coupling from N to C-Terminus2013

    • Author(s)
      Noriko Sakamoto, Ryo Okamoto, Masayuki Izumi and Yasuhiro Kajihara
    • Organizer
      4^<th> Asia-pacific international peptide symposium/50th Japanese peptide symposium
    • Place of Presentation
      Osaka
    • Year and Date
      2013-11-06
    • Related Report
      2013 Final Research Report
  • [Presentation] Development of a New Selective Activation Method of Peptide C-Terminus Using N- Acetylguanidine Based on Fmoc SPPS2013

    • Author(s)
      Madoka Isoe, Ryo Okamoto, Masayuki Izumi and Yasuhiro Kajihara
    • Organizer
      4^<th> Asia-pacific international peptide symposium/50th Japanese peptide symposium
    • Place of Presentation
      Osaka
    • Year and Date
      2013-11-06
    • Related Report
      2013 Final Research Report
  • [Presentation] Peptidyl-M-acylguanidine : a neew peptide derivative for chemical protein synthesis2013

    • Author(s)
      Ryo Okamoto, Madoka Isoe, Noriko Sakamoto, Masayuki Izumi, Yasuhiro Kajihara
    • Organizer
      4^<th> modern solid phase peptide synthesis and its applications symposium
    • Place of Presentation
      Kobe
    • Year and Date
      2013-11-03
    • Related Report
      2013 Final Research Report
  • [Presentation] N-アセチルグアニジンを利用したペプチドC末端の新規選択的活性化法の開発2013

    • Author(s)
      磯江まどか、岡本亮、梶原康宏
    • Organizer
      日本化学会第93会春季年会
    • Place of Presentation
      立命館大学
    • Year and Date
      2013-03-25
    • Related Report
      2013 Final Research Report
  • [Presentation] 簡便なペプチドグアニジド誘導体合成法の開発2013

    • Author(s)
      坂本典子、岡本亮、梶原康宏
    • Organizer
      日本化学会第93会春季年会
    • Place of Presentation
      立命館大学
    • Year and Date
      2013-03-25
    • Related Report
      2013 Final Research Report
  • [Presentation] 糖タンパク質化学合成のためのsmall chemistryの開発2013

    • Author(s)
      岡本亮
    • Organizer
      天然物ケミカルバイオロジー:分子標的と活性制御地区シンポジウム
    • Place of Presentation
      理研(和光)
    • Year and Date
      2013-03-16
    • Related Report
      2013 Final Research Report
  • [Presentation] Peptide-N-acetyl-guanidine: a new peptide derivative for chemical protein synthesis2013

    • Author(s)
      岡本 亮
    • Organizer
      4th Modern solid phase peptide synthesis
    • Place of Presentation
      神戸 (ホテル舞子ビラ)
    • Related Report
      2013 Annual Research Report
  • [Presentation] Development of a new selective activation method of peptide C-terminus using N-acetylguanidine based on Fmoc SPPS2013

    • Author(s)
      磯江まどか
    • Organizer
      4th Asia-Pacific International Peptide Symposium
    • Place of Presentation
      大阪 (ホテル阪急エクスポパーク)
    • Related Report
      2013 Annual Research Report
  • [Presentation] Development of an efficient synthetic method of peptidyl-N-acylguanidine derivatives and its application to peptide coupling from N to C-terminus2013

    • Author(s)
      坂本典子
    • Organizer
      4th Asia-Pacific International Peptide Symposium
    • Place of Presentation
      大阪 (ホテル阪急エクスポパーク)
    • Related Report
      2013 Annual Research Report
  • [Presentation] 糖タンパク質化学合成のためのsmall chemistryの開発2013

    • Author(s)
      岡本 亮
    • Organizer
      天然物ケミカルバイオロジー:分子標的と活性制御 地区シンポジウム
    • Place of Presentation
      和光 理研
    • Related Report
      2012 Research-status Report
    • Invited
  • [Presentation] N-アセチルグアニジンを利用したペプチドC-末端の新規選択的活性化法の開発2013

    • Author(s)
      磯江まどか、岡本亮、梶原康宏
    • Organizer
      第93回日本化学会春季年会
    • Place of Presentation
      滋賀 立命館大学
    • Related Report
      2012 Research-status Report
  • [Presentation] 簡便なペプチド-グアニジド誘導体合成法の開発2013

    • Author(s)
      坂本典子、岡本亮、梶原康宏
    • Organizer
      第93回日本化学会春季年会
    • Place of Presentation
      滋賀 立命館大学
    • Related Report
      2012 Research-status Report
  • [Presentation] ペプチドグアニジド誘導体を利用した新しいペプチドケミストリーの開発2012

    • Author(s)
      岡本亮、磯江まどか、坂本典子、和泉雅之、梶原康宏
    • Organizer
      2012若手ペプチド夏の勉強会
    • Place of Presentation
      大阪
    • Year and Date
      2012-08-06
    • Related Report
      2013 Final Research Report
  • [Presentation] 簡便なペプチドグアニジド誘導体合成法の開発研究2012

    • Author(s)
      坂本典子、岡本亮、梶原康宏
    • Organizer
      2012若手ペプチド夏の勉強会
    • Place of Presentation
      大阪
    • Year and Date
      2012-08-06
    • Related Report
      2013 Final Research Report
  • [Presentation] ペプチドグアニジド誘導体を利用した 新しいペプチドケミストリーの開発2012

    • Author(s)
      岡本 亮
    • Organizer
      ペプチド夏の若手の会
    • Place of Presentation
      大阪 ロッジ舞洲
    • Related Report
      2012 Research-status Report
  • [Book] 最新ペプチド合成技術とその創薬研究への応用2012

    • Author(s)
      岡本 亮, 梶原 康宏
    • Total Pages
      5
    • Publisher
      メディカルドゥ
    • Related Report
      2012 Research-status Report

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Published: 2013-05-31   Modified: 2019-07-29  

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