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Tuning DCDHF (dicyanomethylenedihydrofuran) Fluorophores and their applications in biological systems

Wang, Hui
http://rave.ohiolink.edu/etdc/view?acc_num=kent1185550921

Abstract Details

2007, PHD, Kent State University, College of Arts and Sciences / Department of Chemistry.
The application of single molecule spectroscopy in living cells is one of the most active fields in this area. DCDHF (dicyanomethylenedihydrofuran) fluorophores have been successfully imaged at the single molecular level. Also, this family of fluorophore, with high synthetic flexibility, can serve as a viscosity and polarity reporter for the local environment. So, the introduction of DCDHF fluorophores into biological systems would be a great move. The first part of this thesis optimized the photophysical properties of these fluorophores so that the fluorophores could be excited with different wavelengths and emit fluorescence further into red region to minimize autofluorescence when applied in cells. The second part of this thesis focused on introducing different bioactive functional groups to introduce and attach fluorophores into different organelles. These functional groups include: Chapter 6, the N-hydroxy succinimidyl ester group, reactive with free amine groups, applied in the molecular beacon study and fluorescence resonance energy transfer (FRET) study; phosphoramidite ester and trityl ether protected 1,2-diol, reactive with nucleotides, to be applied in the molecular beacon study; Chapter 7, O6-benzyl guanine (OBG), reactive with the thiol group from hAGT protein, and Halo tag functionality, reactive with Asp106 protein, to be applied in protein labeling; maleimide, reactive with free thiol groups, applied in cell penetrating peptides (CPPs) labeling. Finally Chapter 8 (miscellaneous) includes DCDHF fluorophores with APTRA (O-aminophenol-N,O,O-triacetic acid), BAPTA (1,2-bis(o-aminophenoxy)ethane-N,N,N’,N’-tetraacetic acid), and pseudo-polyether to be applied as a calcium indicator, DCDHF fluorophores with a maleimide group as the donor; an oxidation reaction to combine maleimide synthesis and a N-hydroxysuccinmidyl ester synthesis; a DCDHF fluorophore with a dithienothiophene core and preliminary studies for DCDHF fluorophores with biarsenical functional groups.
Robert Twieg (Advisor)
346 p.
Chemistry, Organic
DCDHF; fluorophore; single molecule spectroscopy; biological system

Recommended Citations

Citations

  • Wang, H. (2007). Tuning DCDHF (dicyanomethylenedihydrofuran) Fluorophores and their applications in biological systems [Doctoral dissertation, Kent State University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=kent1185550921

    APA Style (7th edition)

  • Wang, Hui. Tuning DCDHF (dicyanomethylenedihydrofuran) Fluorophores and their applications in biological systems. 2007. Kent State University, Doctoral dissertation. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=kent1185550921.

    MLA Style (8th edition)

  • Wang, Hui. "Tuning DCDHF (dicyanomethylenedihydrofuran) Fluorophores and their applications in biological systems." Doctoral dissertation, Kent State University, 2007. http://rave.ohiolink.edu/etdc/view?acc_num=kent1185550921

    Chicago Manual of Style (17th edition)

kent1185550921
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© 2007, all rights reserved.
This open access ETD is published by Kent State University and OhioLINK.