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1999 Fiscal Year Final Research Report Summary

Study on interaction between the photoresponsive dendrimer and biorelative compounds

Research Project

Project/Area Number 09680573
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Bioorganic chemistry
Research InstitutionOsaka City University

Principal Investigator

TAMAGAKI Seizo  Osaka City University, Faculty of Engineering, Professor, 工学部, 教授 (40047246)

Co-Investigator(Kenkyū-buntansha) NAGASAKI Takeshi  Osaka City University, Faculty of Engineering, Associate Professor, 工学部, 助教授 (30237507)
OGINO Kenji  Osaka City University, Faculty of Engineering, Professor, 工学部, 教授 (30089958)
Project Period (FY) 1997 – 1999
KeywordsDendrimer / Photoresponsivity / DNA / Gene Transport / Photochromism / Transfection / Calixarene / Zeta-Potential
Research Abstract

Polyamidoamine dendrimers are a new class of highly branched spherical polymers that are highly soluble in aqueous solution and has a unique surface of primary amino groups. This class of dendrimers have been used successfully as a vehicle for transferring nucleic acids into mammalian cells. On the other hand, we have synthesized and evaluated novel photochromic dendrimers including polyazobenzenes in the branch structure.ィイD1[3]ィエD1 Polyazobenzene dendrimers are phtochemically size-control-lable. If the size-change of cationic polyazobenzene dendrimers induced by UV irradiation cause the alteration of the cation density on the surface, the affinities of these cationic compounds toward polyanionic nucleic acid are expected to be variable.
A new water-soluble polyazobenzene dendrimer modified with L-lysines at the periphery (Lys-G2) was examined as a synthetic vector to mammalian cell. The results from light scattering and gel filtration chromatography showed that the particle size is controllable upon UV or visible light irradiation. Furthermore, a gel shift assay with plasmid DNA and an electrophoretic light scattering analysis demonstrated that the affinity of this cationic dendrimer toward DNA is photo-controllable on the basis of zeta potential alteration on dendrimer's surface. Interestingly, UV light irradiation after the incorporation of DNA-complex with Lys-G2 into a cytoplasm significantly caused a fifty-percent increase on the transfection efficiency.

  • Research Products

    (26 results)

All Other

All Publications (26 results)

  • [Publications] T. Nagasaki, S. Tamagaki, and ogino: "Syntheses and Characterization of Photochromic Dendrimers Including a 1,3-Alternate Calix[4]arene as a Core and Azobenzene Moieties as Branches"Chem. Lett.. 717-718 (1997)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 小出 操・石井玲子・宇川仁太・太垣和一郎・玉垣誠三: "グルシルリジン酸類とシクロデキストリン類との包接錯体の構造"日本科学会誌. 489-496 (1997)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 小出 操・宇川仁太・豊嶋俊薫・太垣和一郎・玉垣誠三: "アルキルトリメチルアンモニウム臭化物によるリポソーム膜崩壊機構"日本油化学会誌. 46. 879-890 (1997)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T. Nagasaki, A. Noguchi, T. Matsumoto, S. Tamagaki, and K. Ogino: "Photochemically Size-controllable Dendrimers Including a 1,3-Alternate Calix[4]arene as a Core and Azobenzene Moieties as Branches"Anal. Quim. Int. Ed. 93. 341-346 (1997)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 堀 友治・林潤一郎・玉垣誠三: "α-シクロデキストリンを基体とするフェリクロムC_3-対称性Fe^<3+>の合成とキラリティー"日本化学会誌. 417-424 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 堀 友治・玉垣誠三: "α-シクロデキストリンを基体とするフェリクロムFe^<3+>錯体キラリティーに及ぼす溶媒効果"日本化学会誌. 602-608 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 玉垣誠三・豊嶋俊薫: "抗炎症薬β-グリシルリチン酸骨格のコンホメーション変化-溶媒極性のミクロ環境効果とポリエチレングリコール側鎖の両親媒性効果"日本油化学会誌. 47. 765-772 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 玉垣誠三・石橋晶子・三村典正: "α-シクロデキストリンを基体とするフェりクロムC_3-対称性Fe^<3+>の合成キラリティー"日本化学会誌. 161-168 (1999)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 豊嶋俊薫・玉垣誠三: "抗炎症薬β-グリシルリチン酸のカチオン型誘導体の界面化学的特性"日本油化学会誌. 48. 1281-1287 (1999)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T. Masuda, J. Hayashi, and S. Tamagaki: "C_3-symmetric ferrichrome-mimicking Fe^<3+>-complexes containing the 1-hydroxypyrimidinone Fe^<3+>-binding moieties based on a-cyclodextrin : helictities in solvent envitonments"Journal of The Chemical Society, Perkin Transaction 2. 2. 161-167 (2000)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T. Nagasaki, K. Atarashi, K. Makino, A. Noguchi, and S. Tamagaki: "Synthesis of a Novel Water-soluble Polyazobenzene Dendrimer and Photoregulation of Affinity toward DNA"Moecular Crystals and Liquid Crystals. (印刷中). (2000)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T. Masuda, S. Asari, S. Tamagaki, and T. Nagasaki: "Synthesis of a Novel Azobenzene-ased Trihydroxamate Siderophore and Photoregulation of Its Ferric Complex Structure"Tetrahedron Letters. (印刷中). (2000)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T. Masuda, S. Tamagaki, and T. Nagasaki: "Sugar-Induced Stereoselectivity in the Fe^<3+>-Complexation of Boronic Acid-Appended Trihydroxamate-type Artificial Siderophores"Supramol. Chem. (印刷中). (2000)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Takeshi Nagasaki, Seizo Tamagaki, Kenji Ogino: "Syntheses and Characterization of Photochromic Dendrimers Including a 1,3-Alternate Calyx [4] arene as a Core and Azobenzene Moieties as Branches"Chem.Lett. 717-718 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Misao Koide, Reiko Ishii, Jinta Ukawa, Waichiro Tagaki, Seizo Tamagaki: "Structural Features of Inclusion Complexes between Glycyrrhizinates and Cyclodextrins"J.Chem.Soc.Jpn., Chem.and Ind. Chem.. 489-496 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Misao Koide, Jinta Ukawa, Toshinobu Toyoshima, Waichiro Tagaki, Seizo Tamagaki: "Mechanistic Aspects of Membrane Destruction of Dipalmitoylphosphatidylcholine Liposomes by Alkyltrimethylammonium Bromides"J.Jpn.Oil Chemists' Soc. 46. 879-890 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Takeshi Nagasaki, Akio Noguchi, Takeo Matsumoto, Seizo Tamagaki, Kenji Ogino: "Photochemically Size-Controllable Dendrimers Including a 1,3-Alternate Calix[4]arene as a Core and Azobenzene Moieties as Branches"Anal.Quim.Int.Ed.. 93. 341-346 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Yuji Hori, Jinichiro Hayashi, Seizo Tamagaki: "Synthesis and Chirality of Ferrichrome Mimicking CィイD23ィエD2- symmetric FeィイD13+ィエD1 Complexes Based on α-Cyclodextrin"J.Chem.Soc.Jpn., Chem.and Ind. Chem. 417-424 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Yuji Hori, Junichiro Hayashi, Seizo Tamagaki: "Effects of Solvents on the Chirality of Ferrichrome Mimicking FeィイD13+ィエD1 Complexes Based on α-Cyclodextrin"J.Chem.Soc.Jpn., Chem.and Ind.Chem. 602-608 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Seizo Tamagaki, Toshinobu Toyoshima: "Conformational Changes in the β-Glycyrrhetinic Acid Skeleton. Microenvironmental Effects of Solvent Polarity and Amphiphilic Effects of the polyethylene Glycol Side Chain"J.Jpn.Oil Chemists' Soc.. 47. 765-772 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Seizo Tamagaki, Akiko Ishibashi, Mimura Norimasa: "Effects of Cyclodextrin Inclusions on the Oxidation Rate of NADH Model Compounds Catalyzed by 1,4-Naphthoquinones"J.Chem.Soc.Jpn., Chem.and Ind.Chem.. 161-167 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Toshinobu Toyoshima, Seizo Tamagaki: "Physico-Chemical Properties of Cationic Derivatives of the Anti-Inflammatory Drug, β-Glycyrrhetinic Acid"J.Jpn.Oil Chemists' Soc.. 48. 1281-1287 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Takeshi Masuda, Junichiro Hayashi, Seizo Tamagaki: "CィイD23ィエD2-Symmetric Ferrichrome-Mimicking FeィイD13+ィエD1-Complexes Containing the 1-Hydroxypyrimidinone FeィイD13+ィエD1-Binding Moieties based on a-Cyclodextrin"J.Chem.Soc.Perkin Trans. 2. 161-167 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T.Nagasaki, K.Atarashi, K.Makino, A.Noguchi, and S.Tamagaki: "Synthesis of a Novel Water-soluble Polyazobenzene Dendrimer and Photoregulation of Affinity toward DNA"Mol.Cryst.Liquid Cryst. in press.

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Takeshi Masuda, Sayaka Asari, Seizo Tamagaki, Takeshi Nagasaki: "Synthesis of a Novel Azobenzene-Based Trihydroxamate Siderophore and Photoregulation of Its Ferric Complex Structure"Tetrahedron Lett.. in press.

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Takeshi Masuda, Seizo Tamagaki, and Takeshi Nagasaki: "Sugar-Induced Stereoselectivity in the FeィイD13+ィエD1-Complexation of Boronic Acid-Appended Trihydroxamate-type Artificial Siderophores"Supramol.Chem. in press.

    • Description
      「研究成果報告書概要(欧文)」より

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Published: 2001-10-23  

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