Berndl, Sina and Dimitrov, Stoichko D. and Menacher, Florian and Fiebig, Torsten and Wagenknecht, Hans-Achim (2016) Thiazole Orange Dimers in DNA: Fluorescent Base Substitutions with Hybridization Readout. CHEMISTRY-A EUROPEAN JOURNAL, 22 (7). pp. 2386-2395. ISSN 0947-6539, 1521-3765
Full text not available from this repository. (Request a copy)Abstract
By using (S)-2-amino-1,3-propanediol as a linker, thiazole orange (TO) was incorporated in a dimeric form into DNA. The green fluorescence (=530nm) of the intrastrand TO dimer is quenched, whereas the interstrand TO dimer shows a characteristic redshifted orange emission (=585nm). Steady-state optical spectroscopic methods reveal that the TO dimer fluorescence is independent of the sequential base contexts. Time-resolved pump-probe measurements and excitation spectra reveal the coexistence of conformations, including mainly stacked TO dimers and partially unstacked ones, which yield exciton and excimer contributions to the fluorescence, respectively. The helicity of the DNA framework distorts the excitonic coupling. In particular, the interstrand TO dimer could be regarded as an excitonically interacting base pair with fluorescence readout for DNA hybridization. Finally, the use of this fluorescent readout was representatively demonstrated in molecular beacons.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | PEPTIDE NUCLEIC-ACIDS; LIGHT-UP PROBES; PNA FIT-PROBES; MOLECULAR BEACONS; CYANINE DYES; MISMATCH DETECTION; ENERGY-TRANSFER; DEPENDENT FLUORESCENCE; CHEMICAL-STRUCTURE; COLOR READOUT; chromophores; DNA; dyes; pigments; fluorescence; nucleic acids |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Alumni or Retired Professors > Arbeitskreis Prof. Dr. Hans-Achim Wagenknecht |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 12 Mar 2019 11:29 |
| Last Modified: | 12 Mar 2019 11:29 |
| URI: | https://pred.uni-regensburg.de/id/eprint/2403 |
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