Wiest, Olaf and Harrison, C. B. and Saettel, N. J. and Cibulka, Radek and Sax, Mirjam and Koenig, Burkhard (2004) Design, synthesis, and evaluation of a biomimetic artificial photolyase model. JOURNAL OF ORGANIC CHEMISTRY, 69 (24). pp. 8183-8185. ISSN 0022-3263,
Full text not available from this repository. (Request a copy)Abstract
Two new artificial photolyase models that recognize pyrimidine dimers in protic and aprotic organic solvents as well as in water through a combination of charge and hydrogen-bonding interactions and use a mimic of the flavine to achieve repair through reductive photoinduced electron transfer are presented. Fluorescence and NMR titration studies show that it forms a 1:1 complex with pyrimidine dimers with binding constants of similar to10(3) M-1 in acetonitrile or methanol, while binding constants in water at pH 7.2 are slightly lower. Excitation of the complex with visible light leads to clean and rapid cycloreversion of the pyrimidine dimer through photoinduced electron transfer catalysis. The reaction in water is significantly faster than in organic solvents. The reaction slows down at higher conversions due to product inhibition.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | DNA-REPAIR ENZYMES; NUCLEOTIDE BASE RECOGNITION; EFFICIENT RECOGNITION; AQUEOUS-SOLUTION; MOLECULAR RECOGNITION; THYMINE DERIVATIVES; ZINC(II) COMPLEX; RECEPTORS; FLAVIN; BINDING; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 21 Jun 2021 12:46 |
| Last Modified: | 21 Jun 2021 12:46 |
| URI: | https://pred.uni-regensburg.de/id/eprint/36943 |
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