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2000 Fiscal Year Final Research Report Summary

Chasing chirality recognition reaction in the solid-state

Research Project

Project/Area Number 10554045
Research Category

Grant-in-Aid for Scientific Research (B).

Allocation TypeSingle-year Grants
Section展開研究
Research Field 分離・精製・検出法
Research InstitutionThe University of Tokyo

Principal Investigator

KURODA Reiko  The Univ.Tokyo, Grad.School of Arts and Sciences, Prof., 大学院・総合文化研究科, 教授 (90186552)

Co-Investigator(Kenkyū-buntansha) SHINCH Yoji  Fuku.University Faculty of Engineering, Prof., 工学部, 教授 (70020229)
Project Period (FY) 1998 – 2000
Keywordssolid-state reaction / solid-state CD / enantio-selectivity / instrumentation
Research Abstract

In the solid state, molecules often behave differently from solution state. We have found that a photocyclization reaction of a non-chiral compound in an inclusion compound with an optically active host, enantio-selectively produced a chiral product. This is in sharp contrast to the same reaction carried out in solution state where racemic mixture was produced. We have revealed the reason behind the high enantio-selectivity by X-ray structural work. The reaction process was followed by X-ray single-crystal diffractometry using one single-crystal. The structure and location within the unit-cell of the host molecule hardly changed by the reaction and the hydrogen bonds between the host and the guest molecules were kept. Solid-state CD exhibited a series of spectra with isosbestic points during the reaction process.
To detect solid-state chiroptical properties, it is necessary to observe CD in the solid state. Solid-state suffers from artifacts due to its large anisotropy. We have designed and made a solid-state dedicated CD spectrophotometer to remove artifacts to obtain true CD.The instrument houses a good quality phtomultiplier and a photoelastic modulator, and an analyzer which can be inserted or removed from the optical path easily. Sample and the analyzer can be rotated easily. Tow lock-in-amplifiers are installed to record 50 and 100 kHz signals. This method was applied to single crystals and films.

  • Research Products

    (22 results)

All Other

All Publications (22 results)

  • [Publications] M.Benedetti: "Induced CD on the d-d Transitions of Square Planar MS_4 Chromophoric Groups of Ni (II) Complexes with Enantiomeric Dithiophosphate Ligands"Enantiomer. 4. 57-61 (1999)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] A.Saito: "Design and Synthesis of a New Type of Modified Nucleoside for Triple Helix-Mediated Adenine-Thymine Base Pair Recognition :"Tetrahedron Lett.. 40. 4837-4840 (1999)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] R.Kuroda: "CD Spectra of Solid-State Samples"Chirality. 12. 269-277 (2000)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] R.Kuroda: "Molecular Chirality Recognized by Achiral Compounds."Supramolecular Chemistry. 60. 1-11 (2000)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] R.Kuroda: "Chiromorphology at the molecular level"Enantiomer. 5. 439-450 (2000)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.Umeumra: "AFM Characterization of Single-Strand-Specific Endonuclease Activity on Linear DNA."Nucleic Acids Research. e39 (2000)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] R.Kuroda: "Circular Dichroism : Principles and Applications,"John Willey & Sons, Inc.. 159-184 (2000)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] R.Kuroda: "Circular Dichroism : Principles and Applications"John Willey & Sons, Inc.. 563-599 (2000)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.Benedetti, P.Biscarini, E.Foresti, P.Sabatino and R.Kuroda: "Induced CD on the d-d Transitions of Square Planar MS4 Chromophoric Groups of Ni(II) Complexes with Enantiomeric Dithiophosphate Ligands"Enantiomer. 4. 57-61 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A.Saito and R.Kuroda: "Design and Synthesis of a New Type of Modified Nucleoside for Triple Helix-Mediated Adenine-Thymine Base Pair Recognition : Formation of Hydrogen Bonds to the Far-Side Adenine."Tetrahedron Lett.. 40. 4837-4840 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K.Umemura, S.Ikawa, T.Nishinaka, T,Shibata and R.Kuroda: "Imaging the RecA-DNA Complex by Atomic Force Microscopy"Nucleic Acids Symp.Ser.. 42. 235-236 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K.Ninomiya, T.Susgiyama, and R.Kuroda: "Novel GG-specific DNA Photocleavers : p-Cyanobenzamide Terthiazole Derivatives."Nucleic Acids Symp.Ser.. 42. 255-256 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] R.Kuroda and T.Honma: "CD Spectra of Solid-State Samples"Chirality. 12. 269-277 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] R.Kuroda, P.Biscarini and F.Toda: "Molecular Chirality Recognized by Achiral Compounds."Supramolecular Chemistry. 60. 1-11 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K.Umeumra, F.Nagami, T.Okada and R.Kuroda: "AFM Characterization of Single-Strand-Specific Endonuclease Activity on Linear DNA."Nucleic Acids Research. e39. (2000)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] J.Y.Ye, K.Umemura, M.Ishikawa and R.Kuroda: "Atomic Force Microscopy of DNA Molecules Stretched by Spin-coating Technique."Analytical Biochemistry. 281. 21-25 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] R.Kuroda: "Chiromorphology at the molecular level."Enantiomer. 5. 439-450 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Umemura, M.Ishikawa and R.Kuroda: "Controlled Immobilization of DNA Molecules Using Chemical Modification of Mica Surfaces for Atomic Force Microscopy."Analytical Biochemistry. (in the press).

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K.Umemura, J.Komatsu, T.Uchihashi, N.Choi, S.Ikawa, T.Nishinaka, T.Shibata, Y.Nakayama, S.Katsura, A.Mizuno, H.Tokumoto, M.Ishikawa and R.Kuroda: "Atomic force microscopy of RecA-DNA complexes using a carbon nanotube tip."Biochem.Biophys.Res.Commun.. 281. 390-395I (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y.Shindo, K.Kani, J.Horikawa, R.Kuroda and T.Harada: "On the optical homogenity of polymer films - The application of polarization modulation method to investigate the optical homogeneity of polymer films."Plastic Film and Sheeting.. (in the press). (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] R.Kuroda: "Solid-State CD : Application to Inorganic and Organic Chemistry.""Circular Dichroism : Principles and Applications", John Wiley & Sons, Inc. Chapter 6. 159-184 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] R.Kuroda and Y.Saito: "Circular Dichroism of Inorganic Complexes : Interpretation and Applications"Chapter 20 Edited by N.Berova, K.Nakanishi and R.W.Woody. 563-599 (2000)

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

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Published: 2002-03-26  

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