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Study on expression of luminescence function of short life-excited molecules in bioluminescence

Research Project

Project/Area Number 14560082
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Bioproduction chemistry/Bioorganic chemistry
Research InstitutionMie University

Principal Investigator

TERANISHI Katsunori  Mie University, Faculty of Bioresources, Associate Professor, 生物資源学部, 助教授 (20237001)

Project Period (FY) 2002 – 2003
Project Status Completed (Fiscal Year 2003)
Budget Amount *help
¥3,600,000 (Direct Cost: ¥3,600,000)
Fiscal Year 2003: ¥1,400,000 (Direct Cost: ¥1,400,000)
Fiscal Year 2002: ¥2,200,000 (Direct Cost: ¥2,200,000)
KeywordsBioluminescence / Chemiluminescence / Luminescence Efficiency / 発光
Research Abstract

In providing chemiluminescent probes that have high chemiluminescence intensity and high specificity to superoxide anions, novel chemiluminescent probes involving cyclodextrins covalently bound to6-(4-methoxyphenyl)imidazo[1,2-a]pyrazin-3(7H)-one with fluorescein were synthesized and characterized. Using the hypoxanthine-xanthine oxidase system for the generation of the superoxide anions, these novel chemiluminescent probes showed higher superoxide-induced chemiluminescence intensity than that of 6-[4-[2-[N-(5-fluoresceinyl)thioureido]-ethoxy]phenyl]-2-methylimidazo[1,2-a]pyrazin-3(7H)-one(FCLA). When tested at a probe concentration of 1.0mM, compound, in which 6-(4-methoxyphenyl)imidazo[1,2-a]pyrazin-3(7H)-one and fluorescein are covalently attached on the secondary and primary hydroxyl faces of γ-cyclodextrin, respectively, showed green-luminescence intensity that was 26 times that of FCLA, which was also the highest luminescence intensity in this present study. At probe concentrations of less than 1.0mM, the ratio of the superoxide-dependent chemiluminescence intensity to the background chemiluminescence intensity for the compound was higher than that of FCLA. These high superoxide-induced chemiluminescence intensity and superoxide-specificity n low probe concentrations indicates that the compound can be more effective than FCLA towards the measurement of superoxide anions.

Report

(3 results)
  • 2003 Annual Research Report   Final Research Report Summary
  • 2002 Annual Research Report
  • Research Products

    (26 results)

All Other

All Publications (26 results)

  • [Publications] Katsunori Teranishi: "Practical and convenient modifications of the A, C-secondary hydroxyl face of cyclodextrins"Tetrahedron. 59. 2519-2538 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Katsunori Teranishi: "Cyclodextrin-bound 6-(4-methoxyphenyl)imidazo[1,2-a]pyrazin-3(7H)-one as chemiluminescent probe for superoxide anions"ITE Letters on Batteries, New Technologies & Medicine. 4. 16-20 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Katsunori Teranishi: "Mechanism of 2-O m 3-O silyl migration in cyclomaltohexaose (α-cyclodextrin)"Tetrahedron Lett.. 44. 4843-4848 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Katsunori Teranishi: "Cyclodextrin-bound 6-(4-Methoxyphenyl)imidazo[1,2-a] pyrazin-3(7H)-ones with fluorescein as green-chemiluminescent probes for superoxide anions"Anal.Biochem. 325. 185-195 (2004)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Teranishi: "Regioselective functionalization of the secondary side of cyclomaltononaose (γ-cyclodextrin);"ITE Letters on Batteries, New Technologies & Medicine. 3. 26-29 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Teranishi: "Regioselective silylation of C-2 hydroxyl group of γ-cyclodextrin dependent on reaction temperature"Tetrahedron Lett. 43. 2393-2398 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Teranishi: "Direct regioselective 2-0-(p-toluenesulfonylation) of sucrose"Carbohydr. Res. 337(7). 613-619 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] M.Narita: "Selective Fluorescent Molecular Sensing Based on 2A, 2D-Disulfonyl Dibenzosulforan-Diphenyl-Capped γ -Cyclodextrin for Phenolic Guests"Anal. Sci. 18. 711-713 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Teranishi: "Efficient Synthesis of Renilla Preluciferin; ITE Letters on Batteries"New Technologies & Medicine. 3. 479-480 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Teranishi: "Regioselective silylations of C-2 hydroxyl group of cyclodextrins dependent on reaction temperature"J. Include. Phenom. Mol. Recogn. Chem. 44. 307-311 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Teranishi: "Regioselective 2A-2D-disulfonylations of cyclodextins for practical bifunctionalization on the secondary hydroxyl face"J. Include. Phenom. Mol. Recogn. Chem. 44. 313-316 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Teranishi: "Enhanced chemiluminescence of 6-(4-methoxyphenyl)imidazo[1,2-a]pyrazin-3(7H)-one by attachment of cyclomaltooligosaccharide (cyclodextrin). Attachment of cyclomaltononaose (γ-cyclodextrin)"Carbohydr. Res. 228. 987-993 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Teranishi: "Practical and convenient modifications of the A, C-secondary hydroxyl face of cyclodextrins"Tetrahedron. 59. 2519-2538 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Teranishi: "Cyclodextrin-bound 6-(4-methoxyphenyl)imidazo[1,2-a]pyrazin-3(7H)-one as chemiluminescent probe for superoxide anions"ITE Letters on Batteries, New Technologies & Medicine. 4. C16-C20 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Teranishi: "Mechanism of 2-O m 3-O silyl migration in cyclomaltohexaose(γ-cyclodextrin)"Tetrahedron Lett. 44. 4843-4848 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] K.Teranishi: "Cyclodextrin-bound 6-(4-Methoxyphenyl)imidazo[1,2-a]pyrazin-3(7H)-ones with fluorescein as green-chemiluminescent probes for superoxide anions"Anal. Biochem. 325. 185-195 (2004)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Katsunori Teranishi: "Practical and convenient modifications of the A,C-secondary hydroxyl face of cyclodextrins"Tetrahedron. 59. 2519-2538 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] Katsunori Teranishi: "Cyclodextrin-bound 6-(4-methoxyphenyl)imidazo[1,2-a]pyrazin-3(7H)-one as chemiuminescent probe for superoxide anions"ITE Letters on Batteries, New Technologies & Medicine. 4. 16-20 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] Katsunori Teranishi: "Mechanism of 2-O m 3-O silyl migration in cyclomaltohexaose (α-cyclodextrin)"Tetrahedron Lett.. 44. 4843-4848 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] Katsunori Teranishi: "Cyclodextrin-bond 6-(4-Methoxphenyl)imidazo[1,2-a]pyrazin-3(7H)-ones with fuorescein as green-chemiluminescent probes for superoxide anions"Anal.Biochem.. 325. 185-195 (2004)

    • Related Report
      2003 Annual Research Report
  • [Publications] Katsunori Teranishi: "Regioselective functionalization of the secondary side of cyclomaltononaose (δ-cyclodextrin)"ITE Letters on Batteries, New Technologies & Medicine. 3. 26-29 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Katsunori Teranishi: "Regioselective silylation of C-2 hydroxyl group of α-cyclodextrin dependent on reaction temperature"Tetrahedron Lett.. 43. 2393-2398 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Miyuki Narita: "Selective Fluorescent Molecular Sensing Based on 2A, 2D-Disulfonyl Dibenzosulforan-Diphenyl-Capped β-Cyclodextrin for Phenolic Guests""Anal. Sci.. 18. 711-713 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Katsunori Teranishi: "Direct regioselective 2-O-(p-toluenesulfonylation) of sucrose"Carbohydr. Res.. 337,7. 613-619 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Katsunori Teranishi: "Efficient Synthesis of Renilla Preluciferin"ITE Letters on Batteries, New Technologies & Medicine. 3. 479-480 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Katsunori Teranishi: "Enhanced chemiluminescence of 6-(4-methoxypenyl)imidazo[1,2-α]pyrazin-3(7H)-one by attachment of cyclomaltooligosaccharide (cyclodextrin). Attachment of cyclomaltononaose (δ-cyclodextrin)"Carbohydr. Res.. (In press).

    • Related Report
      2002 Annual Research Report

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Published: 2002-04-01   Modified: 2016-04-21  

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