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Fluorescence detected circular dichroism of a red-shifted exciton-coupling chromophore N,N′-carbonyl-bridged dipyrrinone derivative using an ellipsoidal device

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Abstract

A fluorescent red-shifted exciton-coupling chromophore, N,N′-carbonyl-bridged dipyrrinone, was subjected to fluorescence-detected CD (FDCD) measurements as a primitive structure-elucidating probe with trans-1,2-cyclohexanediol template in several solvents under various instrumental conditions. With the help of a JASCO ellipsoidal mirror device FDCD465, a chloroform solution achieved the sensitivity enhancement by 50 times of the transmission CD and 5 times of the conventional FDCD. All FDCD spectra were completely free from the polarization artifacts.

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References

  • Harada N, Nakanishi K (1983) Circular Dichroic Spectroscopy-Exciton Coupling in Organic Stereochemistry. University Science Books, Mill Valley

  • N Berova K Nakanishi (2000) Exciton Chirality Method: Principles and Applications N Berova K Nakanishi RW Woody (Eds) Circular Dichroism: Principles and Applications Wiley-VCH New York 337

    Google Scholar 

  • DA Lightner JE Gurst (2000) Organic Conformational Analysis and Stereochemistry from Circular Dichroism Spectroscopy Wiley-VCH New York

    Google Scholar 

  • K Tanaka K Nakanishi N Berova (2003) J Am Chem Soc 125 10802 Occurrence Handle10.1021/ja036847n Occurrence Handle1:CAS:528:DC%2BD3sXmt1KrsLg%3D

    Article  CAS  Google Scholar 

  • K Tanaka G Pescitelli K Nakanishi N Berova (2005) Monatsh Chem 136 367 Occurrence Handle10.1007/s00706-004-0276-5 Occurrence Handle1:CAS:528:DC%2BD2MXisV2htrg%3D

    Article  CAS  Google Scholar 

  • JO Brower DA Lightner (2002) J Org Chem 67 2713 Occurrence Handle10.1021/jo0110505 Occurrence Handle1:CAS:528:DC%2BD38XhvVGrsLs%3D

    Article  CAS  Google Scholar 

  • J-G Dong A Wada T Takakuwa K Nakanishi N Berova (1997) J Am Chem Soc 119 12024 Occurrence Handle10.1021/ja9721172 Occurrence Handle1:CAS:528:DyaK2sXnvVCms70%3D

    Article  CAS  Google Scholar 

  • SE Boiadjiev DA Lightner (2005) Monatsh Chem 136 489 Occurrence Handle10.1007/s00706-004-0278-3 Occurrence Handle1:CAS:528:DC%2BD2MXisV2htrk%3D

    Article  CAS  Google Scholar 

  • DH Turner IJ Tinoco M Maestre (1974) J Am Chem Soc 96 4340 Occurrence Handle10.1021/ja00820a057 Occurrence Handle1:CAS:528:DyaE2cXltFaqu7o%3D

    Article  CAS  Google Scholar 

  • IJ Tinoco DH Turner (1976) J Am Chem Soc 98 6453 Occurrence Handle10.1021/ja00437a003 Occurrence Handle1:CAS:528:DyaE28XlvVCgtrg%3D

    Article  CAS  Google Scholar 

  • DH Turner (1978) Methods Enzymol 49G 199

    Google Scholar 

  • C Reich IJ Tinoco (1980) Biopolymers 19 833 Occurrence Handle10.1002/bip.1980.360190409 Occurrence Handle1:CAS:528:DyaL3cXkvFGmtrY%3D

    Article  CAS  Google Scholar 

  • K Muto H Mochizuki R Yoshida T Ishii T Handa (1986) J Am Chem Soc 108 6416 Occurrence Handle10.1021/ja00280a064 Occurrence Handle1:CAS:528:DyaL28Xlslejsbo%3D

    Article  CAS  Google Scholar 

  • EW Lobenstine DH Turner (1979) J Am Chem Soc 101 2205 Occurrence Handle10.1021/ja00502a048 Occurrence Handle1:CAS:528:DyaE1MXhvFCrtL8%3D

    Article  CAS  Google Scholar 

  • SE Bicknese M Maestre (1987) Rev Sci Instrum 58 2060 Occurrence Handle10.1063/1.1139463 Occurrence Handle1:CAS:528:DyaL1cXhtlegtA%3D%3D

    Article  CAS  Google Scholar 

  • T Nehira K Tanaka T Takakuwa C Ohshima H Masago G Pescitelli A Wada N Berova (2005) Appl Spectr 59 121 Occurrence Handle10.1366/0003702052940459 Occurrence Handle1:CAS:528:DC%2BD2MXnvFajtA%3D%3D

    Article  CAS  Google Scholar 

  • EW Lobenstine DH Turner (1980) J Am Chem Soc 102 7786 Occurrence Handle10.1021/ja00546a029 Occurrence Handle1:CAS:528:DyaL3cXmsVOltrs%3D

    Article  CAS  Google Scholar 

  • EW Lobenstine WC Schaefer DH Turner (1981) J Am Chem Soc 103 4936 Occurrence Handle10.1021/ja00406a044 Occurrence Handle1:CAS:528:DyaL3MXkslKgsLw%3D

    Article  CAS  Google Scholar 

  • T Nehira CA Parish S Jockusch NJ Turro K Nakanishi N Berova (1999) J Am Chem Soc 121 8681 Occurrence Handle10.1021/ja990936b Occurrence Handle1:CAS:528:DyaK1MXlslChsbk%3D

    Article  CAS  Google Scholar 

  • B Norden S Seth (1985) Appl Spectr 39 647 Occurrence Handle10.1366/0003702854250356 Occurrence Handle1:CAS:528:DyaL2MXks1Wlu7k%3D

    Article  CAS  Google Scholar 

  • T Nehira (2005) Monatsh Chem 136 477 Occurrence Handle10.1007/s00706-004-0271-x Occurrence Handle1:CAS:528:DC%2BD2MXisV2htro%3D

    Article  CAS  Google Scholar 

  • T Sugimoto K Ikemoto S Murata M Tazawa T Nomura Y Hagino H Ichinose T Nagatsu A Wada (2001) Heterocycles 54 283 Occurrence Handle1:CAS:528:DC%2BD3MXnslOnuw%3D%3D Occurrence Handle10.3987/COM-00-S(I)30

    Article  CAS  Google Scholar 

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Correspondence to Tatsuo Nehira or David A. Lightner.

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Correspondence: Tatsuo Nehira and David A. Lightner, Graduate School of Integrated Arts and Sciences, Hiroshima University, Higashi-hiroshima 739-8521, Japan; Department of Chemistry, University of Nevada, Reno, Nevada 89557, USA.

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Nehira, T., Boiadjiev, S. & Lightner, D. Fluorescence detected circular dichroism of a red-shifted exciton-coupling chromophore N,N′-carbonyl-bridged dipyrrinone derivative using an ellipsoidal device. Monatsh Chem 139, 591–595 (2008). https://doi.org/10.1007/s00706-007-0808-x

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  • DOI: https://doi.org/10.1007/s00706-007-0808-x

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