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1996 Fiscal Year Final Research Report Summary

Development of highly sensitive analytical system for biologically active hydroxylated fatty acids with a new fluorescent derivatization reagent, AE-OTf

Research Project

Project/Area Number 06556018
Research Category

Grant-in-Aid for Scientific Research (A)

Allocation TypeSingle-year Grants
Section試験
Research Field Bioproduction chemistry/Bioorganic chemistry
Research InstitutionTohoku University

Principal Investigator

OHRUI Hiroshi  Tohoku University, Faculty of Agriculture, Associate Professor, 農学部, 助教授 (20100050)

Co-Investigator(Kenkyū-buntansha) UMETSU Teruhiko  KAKEN PHARMACEUTICAL CO.Ltd., Central Research Laboratories, Chief Reseacher, 中央研究所, 主任研究員
YAMAUCHI Yoshio  JASCO CO.Ltd., Section of the 2nd.Technology, Research Associate, 第二技術部, 開発研究員
AKASAKA Kazuaki  Tohoku University, Faculty of Agriculture, Assistant, 農学部, 助手 (10201881)
Project Period (FY) 1994 – 1996
KeywordsAE-OTf / AP-OTf / Highly sensitive analytical reagents for carboxylic acid / Chiral analysis / Diarrhetic shellfish toxins / Determination of prostagrandins / Determination of beraprost sodium
Research Abstract

We have developed a highly sensitive fluorescent derivatization reagent, AE-OTf [2-(2,3-anthracenedicarboximido)ethyl trifluoromethanesulfonate] which will be the most sensitive reagent in the world among the reagents so far prepared, for carboxylic acids. By using AE-OTf, we have studied the development of analytical system for both fatty acids and hydroxylated fatty acids (such as prostagrandines). At first, we have succeeded in development of the subfemto molar HPLC-analydicalsystem for fatty acids which are usually encountered in foods and living bodies by isocratic elution mode. This system has been improved by JASCO group to the system with automatic sampler. Next, a new LC-LC column switching system for the analysis of complex carboxylic acids with hydroxyl groups such as diarrhetic shellfish toxins ; okadaic acid (OA), dinophysistoxin-1 (DTX-I), and dinophysistoxin-3 (DTX-III) has been developed. By the system each toxin can be determined an pico-gram level. This analytical met … More hod is recommended for the official analytical method of WHO by manyl analytical chemists. The successful results with diarrhetic shellfish toxins, complex carboxylic acids with hydroxyl groups, prompted us to develop an analytical system for prostagrandins. We have succeeded in the determination of standard prostagrandins at pico-gram level and are now studying to develop an automatic analytical system of thromboxane B_2 which will be very importand for crinical use. Since there are many biologically important chiral carboxylic acids, our attention was next directed to the development of a highly sensitive chiral fluorescent labeling reagents for chiral carboxylic acids by modifying AE-OTf. We have developed a new chiral fluorescent labeling reagent, (S)-(+)-2-(2,3-anthracenedicarboxido)-1-propyl trifluoromethanesulfonate (AP-OTf) and an HPLC-analytical system for Beraprost sodium in Plasama. All four isomers can be determined at pico-gram level by the system. As summary, we have developed highly sensitive fluorescent labeling reagents for carboxylic acids and pico-gram level determination HPLC-analytical systems using these reagents Less

  • Research Products

    (12 results)

All Other

All Publications (12 results)

  • [Publications] 大類 洋: "蛍光分析試薬の開発とその応用-油化学研究を中心として-" 油化学. 44(11). 947-959 (1995)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] A.Schindler: "Determination of Carboxylic Acids by High-performance Liquid Chromatography with 2-(2,3-Anthracenedicarboximido)ethyl Trifluoromethanesulfonate as a Highly Sensitive Fluoroescent Labelling Reagent using fully Automated Precolumn Derivatization Method" Report of the Practical Semester at JASCO Corporation. 22-42 (1995)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] H.Meguro,H.Ohrui: "Strategy and Design of Novel Reagents for the Fluorometric Analysis of Biomolecules" Biosci.Biotech.Biochem. 60(12). 1919-1924 (1996)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.Akasaka,H.Ohrui,H.Meguro,T.Yasumoto: "Fluorimetric determination of diarrhetic shellfish toxins in scallops and mussele by high-performance liquid chromatography" Journal of Chromatography A. 729. 381-386 (1996)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.Akasaka,H.Ohrui,H.Meguro,T.Yasumoto: "Determination of Dinophysis Toxins-3 by the LC-LC Method with Fluorometric Detection" Analytical Sciences. 12. 557-560 (1996)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 山内 芳雄: "2-(2,3-Anthracenedicarboximido)ethyl trifluoromethanesulfonate(AE-OTf)を誘導体化試薬として使用したプロスタグランジンの高感度分析" Report of the Practical Semester at JASCO Corporation. 1-5 (1997)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Hiroshi Ohrui: "Development of Fluorescent Reagents for Highly Sensitive HPLC Analysis and the Application of Them to Lipid Chemistry" Yukagaku. 44(11). 947-959 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A.Schindler: "Determination of Carboxylic Acids by High-performance Liquid Chromatography with 2-(2,3-Anthracenedicarboximido)ethyl Trifluoromethanesulfonate as a Highly Sensitive Fluoroescent Labelling Reagent using fully Automated Precolumn Derivatization Method" Report of the Practical Semester at JASCO Corporation. 22-42 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] H.Meguro, H.Ohrui: "Strategy and Design of Novel Reagents for the Fluorometric Analysis of Biomolecules" Biosci.Biotech.Biochem. 60(12). 1919-1924 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K.Akasaka, H.Ohrui, H.Meguro, T.Yasumoto: "Fluorimetric determination of diarrhetic shellfish toxins in scallops and mussele by high-performance liquid chromatography" Journal of Chromatography A. 729. 381-386 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K.Akasaka, H.Ohrui, H.Meguro, T.Yasumoto: "Determination of Dinophysis Toxins-3 by the LC-LC Method with Fluorometric Detection" Analytical Sciences. 12. 557-560 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Yoshio Yamauchi: "Fluorometric Determination of Prostagrandins by High-Performance Liquid Chromatography with 2-(2,3-Anthracenedicarboximido)ethyl trifluoromethanesulfonate as a Highly Sensitive Fluorescent labelling Reagent" Report of the Practical Semester at JASCO Corporation. 1-5 (1997)

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

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Published: 1999-03-09  

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