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2003 Fiscal Year Final Research Report Summary

Development of on-site chiral switching micro columns

Research Project

Project/Area Number 14540562
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field 分離・精製・検出法
Research InstitutionTokyo Metropolitan University

Principal Investigator

NAKAGAMA Tatsuro  Tokyo Metropolitan Univ., Graduate School of Eng., Research Associate, 大学院・工学研究科, 助手 (50244421)

Co-Investigator(Kenkyū-buntansha) SHIMOSAKA Takuya  Tokyo Metropolitan Univ., Graduate School of Eng., Research Associate, 大学院・工学研究科, 助手 (40295473)
UCHIYAMA Katsumi  Tokyo Metropolitan Univ., Graduate School of Eng., Associate Professor, 大学院・工学研究科, 助教授 (40151899)
HOBO Toshiyuki  Tokyo Metropolitan Univ., Graduate School of Eng., Professor, 大学院・工学研究科, 教授 (00087321)
Project Period (FY) 2002 – 2003
Keywordsmicro liquid chromatography / enantiomer separation / photo-responsive stationary phase / azobenzene
Research Abstract

Recently, the racemization of optically-active and bioactive compounds or the role of D-amino acids etc. in vivo have been cleared. Additionally, the importance of chiral separation is increasing because the measurement of optical purity of chiral drug substances becomes important due to the side-effect problem etc., Meanwhile, the downsizing analytical devices are rapidly advanced. Only the separation system in the downsizing device is hardly improved because, in most case, the separation and flow systems are integrated in the same system.
In this study, A micro column that is able to change the elution order of enantiomers by photo-irradiation was developed.
Two photo-responsive chiral stationary phases (CSP(1) and CSP(2)) with an azobenzene moiety were prepared using D-and L-valine, respectively. Prepared stationary phases were continuously packed into a UV-permeable polymer-coated fused silica capillary tubing (100 mm, i.d.) with 20 cm of length, respectively, and used as a micro column. When 3,5-dinitrobenzoyl-D,L-leucine isopropyl ester and 3,5-dinitrobenzoyl-D,L-alanine methyl ester were used as test samples, the samples were eluted in this order, D-form and L-form, after a UV light was irradiated to only the part of CSP(1) in the column. Continuously, when a UV light was irradiated to the part of CSP(2) after a visible light was done to the CSP(1), the elution order became L-form and D-form. It can be seen that the reversible change in the retention order was caused by the reduction of the enantio-of the enantio-selectivity of the stationary phase by the UV light irradiation.

  • Research Products

    (12 results)

All Other

All Publications (12 results)

  • [Publications] T.Nakagawa: "Photo-response assisted enantiomer separations on an azobenzene- modified gamma-cyclodextrin stationary phase in micro-HPLC"Analytical Science. 18. 49-53 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Z.Chen: "Enantioseparations of dansyl amino acids by capillary electrophoresis using Cu(II) complexes with L-amino acylamides as chiral selectors in electrolytes"Journal of Separation Science. 25. 1197-1201 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] H.Ozawa: "Capillary electrochromatographic behaviors of dancyl amino acid enantiomers on cyclodextrin- immobilized monolithic silica column"分析化学. 52. 1105-1112 (2003)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Nishiyama: "Separation of dansyl amino acid enantiomers by ligand-exchange capillary electrochromatography using an L-lysinamide-modified monolithic silica column"分析化学. 52. 1005-1010 (2003)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Nakagawa: "Control of the elution order of enantiomers by light irradiation using azobenzene-modified chiral stationary phases in micro liquid chromatography"分析化学. 52. 959-962 (2003)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Z.Chen: "A new diamide-type chiral stationary phase for chiral resolution by normal and reversed phase HPLC"Journal of Liquid Chromatography & Related Technologies. 26. 2103-2117 (2003)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Nakagama: "Photo-response assisted enantiomer separations on an azobenzene-modified gamma-cyclodextrin stationary phase in micro-HPLC"Anal.Sci.. 18(1). 49-53 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Z.Chen: "Enantioseparations of dansyl amino acids by capillary electrophoresis using Cu(II) complexes with L-amino acylamides as chiral selectors in electrolytes"J.Sep.Sci.. 25(15-17). 1197-1201 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] H.Ozawa: "Capillary electrochromatographic behaviors of dancyl amino acid enantiomers on cyclodextrin-immobilized monolithic silica column"Bunseki Kagaku. 52(12). 1105-1112 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T.Nishiyama: "Separation of dansyl amino acid enantiomers by ligand-exchange capillary electrochromatography using an L-lysinamide-modified monolithic silica column"Bunseki Kagaku. 52(11). 1005-1010 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T.nakagama: "Control of the elution order of enantiomers by light irradiation using azobenzene-modified chiral stationary phases in micro liquid chromatography"Bunseki Kagaku. 52(10). 959-962 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Z.Chen: "A new diamide-type chiral stationary phase for chiral resolution by normal and reversed phase HPLC"J.Liq.Chromatogr. & Relat.Tech.. 26(13). 2103-2117 (2003)

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

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Published: 2005-04-19  

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