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Radiosynthesis and evaluation of tumor cell-penetrating oligopeptides containing short-lived positron-emitt ing radionuclides

Research Project

Project/Area Number 26861031
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Radiation science
Research InstitutionNational Institutes for Quantum and Radiological Science and Technology

Principal Investigator

Hanyu Masayuki  国立研究開発法人量子科学技術研究開発機構, 放射線医学総合研究所 標識薬剤開発部, 研究員(任常) (80435552)

Project Period (FY) 2014-04-01 – 2017-03-31
Project Status Completed (Fiscal Year 2016)
Budget Amount *help
¥3,770,000 (Direct Cost: ¥2,900,000、Indirect Cost: ¥870,000)
Fiscal Year 2015: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2014: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
KeywordsPETイメージング / オリゴペプチド / ピクテスペングラー反応 / PET / 標識反応 / 標識合成
Outline of Final Research Achievements

A procedure for the synthesis of a carbon-11 labeled oligopeptide containing [1-11C]1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid ([1-11C]Tpi) from the corresponding Trp・HCl-containing peptides has been developed involving a Pictet-Spengler reaction with [11C]formaldehyde. The radiolabeling of a Trp・HCl-containing iRGD peptide using the Pictet-Spengler reaction was successful. Furthermore, the remote-controlled synthesis of a [1-11C]Tpi-containing iRGD (1) peptide was attempted using an automatic production system to generate [11C]CH3I. The radiochemical yield of the compound 1 at the end of synthesis was 4.2 ± 3.2 % (n=3), for a total synthesis time of about 35 min. The usefulness of our synthesis was demonstrated PET studies using the compound 1 for the mouse bearing MIAPaca-2 and BxPC-3, a small cell pancreatic cancer cell line. The BxPC-3 cell-to-muscle and MIAPaca-2 cell-to-muscle of 1 at 22 min were not retained.

Report

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

    (15 results)

All 2017 2016 2015 2014

All Journal Article (7 results) (of which Int'l Joint Research: 1 results,  Peer Reviewed: 7 results,  Open Access: 2 results,  Acknowledgement Compliant: 1 results) Presentation (8 results) (of which Int'l Joint Research: 2 results)

  • [Journal Article] High-contrast PET imaging of vasopressin V1B receptors with a novel radioligand, 11C-TASP6992017

    • Author(s)
      Kazumi Koga, Yugi Nagai, Masayuki Hanyu, Mitsukane Yoshinaga, Shigeyuki Chaki, Norikazu Ohtake, Satoshi Ozaki, Ming-Rong Zhang, Tetsuya Suhara, Makoto HIguchi
    • Journal Title

      Journal of Nuclear Medicine

      Volume: - Issue: 10 Pages: 1652-1658

    • DOI

      10.2967/jnumed.116.188698

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis and Evaluation of [64Cu]PSMA-617 Targeted for Prostate-Specific Membrane Antigen in Prostate Cancer2017

    • Author(s)
      Can Cui, Masayuki Hanyu, Akiko Hatori, Yiding Zhang, Lin Xie, Tomoyuki Ohya, Masami Fukada, Hisashi Suzuki, Kotaro Nagatsu, Cuiping Jiang, Rui Luo, Guoqiang Shao, Ming-Rong Zhang, Feng Wang
    • Journal Title

      American Journal of Nuclear Medicine and Molecular Imaging

      Volume: 7 Pages: 40-52

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Efficient preparation of high-quality 64Cu for routine use2016

    • Author(s)
      Tomoyuki Ohya, Kotaro Nagatsu, Hisashi Suzuki, Masami Fukada, Katsuyuki Minegishi, Masayuki Hanyu, Toshimitsu Fukumura, Ming-Rong Zhang
    • Journal Title

      Nuclear Medicine and Biology

      Volume: 43 Issue: 11 Pages: 685-691

    • DOI

      10.1016/j.nucmedbio.2016.07.007

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Radiosynthesis and quality control of [11C]TASP457 as a clinically useful PET ligand for imaging of histamine H3 receptors in human brain2016

    • Author(s)
      Masayuki Hanyu, Kazunori Kawamura, Makoto Takei, Kenji Furutsuka, Satoshi Shiomi, Tomoya Fujishiro, Masanao Ogawa, Nobuki Nengaki, Hiroki Hashimoto, Toshimitsu Fukumura, Ming-Rong Zhang
    • Journal Title

      Nuclear Medicine and Biology

      Volume: 43 Issue: 11 Pages: 679-684

    • DOI

      10.1016/j.nucmedbio.2016.08.004

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Development of TASP0410457 (TASP457), a novel dihydroquinolinone derivative as a PET radioligand for central histamine H3 receptors2016

    • Author(s)
      Kazumi Koga, Jun Maeda, Masaki Tokunaga, Masayuki Hanyu, Kazunori Kawamura, Mari Ohmichi, Toshio Nakamura, Yuji Nagai, Chie Seki, Yasuyuki Kimura, Takafumi Minamimoto, Ming-Rong Zhang, Toshimitsu Fukumura, Tetsuya Suhara, Makoto Higuchi
    • Journal Title

      EJNMMI Research

      Volume: 6 Issue: 1 Pages: 1-14

    • DOI

      10.1186/s13550-016-0170-2

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Open Access
  • [Journal Article] Preliminary PET Study of Carbon-11 Labeled RGD Peptide by Using Carbon-11 Formaldehyde2016

    • Author(s)
      Masayuki Hanyu, Aya Sugyou, Atsushi Tsuji, Kazunori Kawamura, Tsuneo Saga, Ming-Rong Zhang, Toshimitsu Fukumura
    • Journal Title

      PEPTIDE SCIENCE 2015

      Volume: 52 Pages: 663-668

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Development of radiolabeling technique for cyclic RGD peptide by using carbon-11 formaldehyde2014

    • Author(s)
      Masayuki Hanyu
    • Journal Title

      NATIONAL INSTITUTE OF RADIOLOGICAL SCIENCE, ANNUAL REPORT 2013-2014

      Volume: 52 Pages: 36-37

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Open Access
  • [Presentation] Preliminary PET Study of Carbon-11 Labeled RGD Peptide by Using Carbon-11 Formaldehyde2015

    • Author(s)
      Masayuki Hanyu, Aya Sugyou, Atsushi Tsuji, Kazunori Kawamura, Tsuneo Saga, Ming-Rong Zhang, Toshimitsu Fukumura
    • Organizer
      第52回ペプチド討論会
    • Place of Presentation
      神奈川県平塚市
    • Year and Date
      2015-11-17
    • Related Report
      2015 Research-status Report
  • [Presentation] Carbon-11 Formaldehyde: Development of radiolabeling technique for carbon-11 labeled peptides2015

    • Author(s)
      Masayuki Hanyu, Aya Sugyou, Atsushi Tsuji, Kazunori Kawamura, Tsuneo Saga, Ming-Rong Zhang, Toshimitsu Fukumura
    • Organizer
      Ninth Japan-China Joint Seminar on Radiopharmaceutical Chemistry
    • Place of Presentation
      千葉県千葉市
    • Year and Date
      2015-11-09
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] PRODUCTION OF NON-CONVENTIONAL RADIONUCLIDES WITH EMPHASIS ON TARGETRY SYSTEM DEVELOPMENT2015

    • Author(s)
      Koutarou Nagatsu, Katsuyuki Minegishi, Hisashi Suzuki, Tomoyuki Ohya, Masami Fukada, Masayuki Hanyu, Kazunori Kawamura, Ming-Rong Zhang
    • Organizer
      Ninth Japan-China Joint Seminar on Radiopharmaceutical Chemistry
    • Place of Presentation
      千葉県千葉市
    • Year and Date
      2015-11-09
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] 破入 正行, 須尭 綾, 辻 厚至, 河村 和紀, 張 明栄, 福村 利光2015

    • Author(s)
      炭素11標識したRGDペプチド誘導体の合成と評価
    • Organizer
      第55回日本核医学会学術総会
    • Place of Presentation
      東京都新宿区
    • Year and Date
      2015-11-05
    • Related Report
      2015 Research-status Report
  • [Presentation] 共沈を用いた67Cu製造法についての検討2015

    • Author(s)
      大矢 智幸, 鈴木 寿, 深田 正美, 永津 弘太郎, 峯岸 克行, 破入 正行, 張 明栄
    • Organizer
      第55回日本核医学会学術総会
    • Place of Presentation
      東京都新宿区
    • Year and Date
      2015-11-05
    • Related Report
      2015 Research-status Report
  • [Presentation] 臨床利用を目的とした64Cuの大量製造と品質評価2015

    • Author(s)
      鈴木 寿, 深田 正美, 大矢 智幸, 永津 弘太郎, 峯岸 克行, 破入 正行, 山崎 慎之介, 張 明栄
    • Organizer
      第55回日本核医学会学術総会
    • Place of Presentation
      東京都新宿区
    • Year and Date
      2015-11-05
    • Related Report
      2015 Research-status Report
  • [Presentation] 2-[11C]メトキシピリジル基を有するH3受容体PETプローブの合成最適化の検討2014

    • Author(s)
      破入正行、武井誠、橋本裕輝、古塚賢士、潮見聡、藤代智也、小川政直、念垣信樹、河村和紀、福村利光、張明栄
    • Organizer
      第54回日本核医学会学術総会
    • Place of Presentation
      大阪
    • Year and Date
      2014-11-08
    • Related Report
      2014 Research-status Report
  • [Presentation] 炭素11標識した環状RGDペプチドの合成と評価2014

    • Author(s)
      破入正行、須堯綾、辻厚至、河村和紀、張明栄、福村利光
    • Organizer
      第8回バイオ関連化学シンポジウム
    • Place of Presentation
      岡山
    • Year and Date
      2014-09-12
    • Related Report
      2014 Research-status Report

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Published: 2014-04-04   Modified: 2018-03-22  

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