Generation of stable regular structure in water with short peptide oligomers
| Project/Area Number |
25460009
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Multi-year Fund |
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| Section | 一般 |
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| Research Field |
Chemical pharmacy
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| Research Institution | The University of Tokyo |
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Principal Investigator |
Otani Yuko 東京大学, 大学院薬学系研究科, 講師 (60451853)
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| Project Period (FY) |
2013-02-01 – 2016-03-31
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| Project Status |
Completed (Fiscal Year 2015)
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| Budget Amount *help |
¥5,200,000 (Direct Cost: ¥4,000,000、Indirect Cost: ¥1,200,000)
Fiscal Year 2015: ¥780,000 (Direct Cost: ¥600,000、Indirect Cost: ¥180,000)
Fiscal Year 2014: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
Fiscal Year 2013: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
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| Keywords | ヘリックス / 非天然アミノ酸 / オリゴマー / コンホメーション / 計算科学 / 有機合成 / β－アミノ酸 / ヘリックス構造 / プロリン / アミド結合 / シス－トランス異性化 / 人工アミノ酸 / 有機合成化学 / 分子動力学計算 / NMR解析 / 二環性β－アミノ酸 / アミド平衡 / ヘリックスミミック / 閉環メタセシス |
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| Outline of Final Research Achievements |
Regular structures of peptide oligomers are often destabilized due to their flexibility and hydrogen bonding with solvents. Thus it is of importance to create regular structures which are stabilized independent of the environments.
In this study, we established the synthetic route of conformationally-constrained proline-type beta-amino acid, whose amide cis-trans equilibrium is completely tipped to the trans conformation. It is shown that the homooligomers take robust helical structure with all-trans-amide bonds, which is stable irrespective of the solvent and the temperature. Also, basic study on amide cis-trans isomerization of substituted oligomers was performed.
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Report
(4 results)
Research Products
(59 results)
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[Journal Article] Structure-Activity Relationships of Lysophosphatidylserine Analogs as Agonists of G-Protein-Coupled Receptors GPR34, P2Y10, and GPR1742015
Author(s)
Masaya Ikubo, Asuka Inoue, Sho Nakamura, Sejin Jung, Misa Sayama, Yuko Otani, Akiharu Uwamizu, Keisuke Suzuki, Takayuki Kishi, Akira Shuto, Jun Ishiguro, Michiyo Okudaira, Kuniyuki Kano, Kumiko Makide, Junken Aoki, and Tomohiko Ohwada
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Journal Title
Journal of Medicinal Chemistry
Volume: 58
Issue: 10
Pages: 4204-4219
DOI
Related Report
Peer Reviewed / Acknowledgement Compliant
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[Journal Article] Lysophosphatidylserine analogues differentially activate three LysoPS receptors2015
Author(s)
Akiharu Uwamizu, Asuka Inoue, Kensuke Suzuki, Michiyo Okudaira, Akira Shuto, Yuji Shinjo, Jun Ishiguro, Kumiko Makide, Masaya Ikubo, Sho Nakamura, Sejin Jung, Misa Sayama, Yuko Otani, Tomohiko Ohwada and Junken Aoki
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Journal Title
Journal of biochemistry
Volume: 157
Issue: 3
Pages: 151-160
DOI
Related Report
Peer Reviewed / Open Access
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[Presentation] リゾリン脂質のGPCRへの結合様式解明のための誘導体合成2016
Author(s)
佐山 美紗, ジョン セジン, 中村 翔, 井久保 仁也, 尾谷 優子, 上水 明治, 岸 貴之, 井上 飛鳥, 巻出 久美子, 青木 淳賢, 広川 貴次,大和田 智彦
Organizer
日本薬学会第１３６年会
Place of Presentation
パシフィコ横浜（神奈川県・横浜市）
Year and Date
2016-03-28
Related Report
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[Presentation] Structural Expansion of the Lipid Ligand Lysophosphatidylserine Based on the Model of Hydrophobic Binding Pocket of G-protein-coupled Receptor GPR34/LPS12015
Author(s)
佐山 美紗, ジョンセジン, 中村翔, 井久保仁也, 尾谷優子, 上水明治, 岸貴之, 井上飛鳥, 巻出久美子, 青木淳賢, 広川貴次, 大和田智彦
Organizer
第43回構造活性相関シンポジウム・第10回薬物の分子設計と開発に関する日中シンポジウム
Place of Presentation
新潟日報メディアシップ 日報ホール（新潟県・新潟市）
Year and Date
2015-09-29
Related Report
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