Photochemistry of the Nucleic Acids

Kittler, L.; Löber, G.

doi:10.1007/978-1-4684-2577-2_2

Cited by 23 publications

(5 citation statements)

References 571 publications

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“…Quenching of fluorescence in the present system is due to transfer of excited electrons from the dye to DNA and the counterpart dye, because (a) interaction of Foster energy transfer requires sufficient spectrum overlap between the donor and acceptor molecules, but the overlap between FITC and TMR is less than 10%, and (b) it is hard to explain the energy transfer for a long distance in terms of the dipole−dipole interaction because the latter is reduced in proportion to R -6 (the scalar distance between the two molecules). Many dyes displayed striking fluorescence changes upon binding to polynucleotides, and fluorescence quenching on binding to nucleic acids was explained in terms of electron exchange between the excited state of the dye and the ground state of any of the nucleic acid bases. − The distinct changes of fluorescence by the binding of the counterpart dye in our systems clearly indicate the presence of electron transfer interaction between the two dye molecules covalently bound to both ends of long dsDNA. Our experimental results are summarized as the following:…”

Section: Discussionmentioning

confidence: 73%

“…Many dyes displayed striking fluorescence changes upon binding to polynucleotides, and fluorescence quenching on binding to nucleic acids was explained in terms of electron exchange between the excited state of the dye and the ground state of any of the nucleic acid bases. [24][25][26] The distinct changes of fluorescence by the binding of the counterpart dye in our systems clearly indicate the presence of electron transfer interaction between the two dye molecules covalently bound to both ends of long dsDNA. Our experimental results are summarized as the following:…”

Section: Discussionmentioning

confidence: 99%

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Long-Ranged Electron Interaction between Carboxytetramethylrhodamine and Fluoresceinisothiocyanate Bound Covalently to DNA, As Evidenced by Fluorescence Quenching

et al. 1998

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The fluorescence of 5-carboxytetramethylrhodamine (TMR) and fluoresceinisothiocyanate (FITC) when bound to double-stranded DNA (dsDNA) residues (24 bp, 138 bp, and 1345 bp) was investigated by steady-state and time-resolved fluorescence measurements. The measurements were carried out using both single-labeled (FITC or TMR) and double-labeled dsDNA (FITC and TMR). A decrease in the fluorescence intensity and lifetime of TMR was observed when a FITC molecule was bound to the opposite end of the nucleic acid structure. Conversely, an increase in the same parameters of FITC was noticed in the double-labeled samples. The addition of pyrrole, an intercalator of DNA, enhanced both effects. These results suggest the existence of an electron interaction between TMR and FITC via long dsDNA coils of over 1000 bp.

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Section: Discussionmentioning

confidence: 73%

Section: Discussionmentioning

confidence: 99%

Long-Ranged Electron Interaction between Carboxytetramethylrhodamine and Fluoresceinisothiocyanate Bound Covalently to DNA, As Evidenced by Fluorescence Quenching

et al. 1998

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“…To further explore the potential for differences among D. melanica clonal genotypes in the efficiency of photorepair of UVR‐caused DNA damage, we measured DNA damage and repair directly. Cyclobutane pyrimidine dimers (CPDs) are alterations to the structure of DNA that are generated by exposure to UV‐B radiation, and they are an important reason that UVR is harmful to organisms (Kittler & Löber ; Ellison & Childs ). Using an ELISA method with an antibody that binds to CPDs, we measured the rate of repair of CPDs in the DNA of animals following acute UV‐B exposure.…”

Section: Resultsmentioning

confidence: 99%

Divergence in DNA photorepair efficiency among genotypes from contrasting UV radiation environments in nature

et al. 2015

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Populations of organisms routinely face abiotic selection pressures, and a central goal of evolutionary biology is to understand the mechanistic underpinnings of adaptive phenotypes. Ultraviolet radiation (UVR) is one of earth's most pervasive environmental stressors, potentially damaging DNA in any organism exposed to solar radiation. We explored mechanisms underlying differential survival following UVR exposure in genotypes of the water flea Daphnia melanica derived from natural ponds of differing UVR intensity. The UVR tolerance of a D. melanica genotype from a high-UVR habitat depended on the presence of visible and UV-A light wavelengths necessary for photoenzymatic repair of DNA damage, a repair pathway widely shared across the tree of life. We then measured the acquisition and repair of cyclobutane pyrimidine dimers, the primary form of UVR-caused DNA damage, in D. melanica DNA following experimental UVR exposure. We demonstrate that genotypes from high-UVR habitats repair DNA damage faster than genotypes from low-UVR habitats in the presence of visible and UV-A radiation necessary for photoenzymatic repair, but not in dark treatments. Because differences in repair rate only occurred in the presence of visible and UV-A radiation, we conclude that differing rates of DNA repair, and therefore differential UVR tolerance, are a consequence of variation in photoenzymatic repair efficiency. We then rule out a simple gene expression hypothesis for the molecular basis of differing repair efficiency, as expression of the CPD photolyase gene photorepair did not differ among D. melanica lineages, in both the presence and absence of UVR.

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“…The first one possesses an angelicin‐type ring arrangement and the second, even more popular group includes psoralen‐type furocoumarins often called linear furocoumarins. Some psoralens, e.g., xanthotoxin and its derivatives, have been used as photosensitizing compounds for the treatment of psoriasis, vitiligo, and other skin infections . In the last decades, a great deal of research has been carried out on the bioactivity of linear furocoumarins.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Imperatorin Analogs and Their Evaluation as Acetylcholinesterase and Butyrylcholinesterase Inhibitors

Granica

Kiss

Jarończyk

et al. 2013

Archiv der Pharmazie

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In this study, we synthesized several imperatorin analogs using imperatorin and xanthotoxin as substrates. The anti-cholinesterase activities of all compounds were evaluated in in vitro experiments according to the modified Ellman's method. For each synthesized compound, IC50 values for both enzymes were established. Galantamine hydrobromide was used as a positive control in the enzymatic experiments. All active compounds showed selectivity toward butyrylcholinesterase (BuChE) rather than acetylcholinesterase. The most active ones were 8-(3-methylbutoxy)-psoralen and 8-hexoxypsoralen with IC50 values for BuChE of around 16.5 and 16.4 µM, respectively. The results of our study may be considered as the beginning of a search for potential anti-Alzheimer's disease drugs based on the structure of natural furocoumarins.

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Photochemistry of the Nucleic Acids

Cited by 23 publications

References 571 publications

Long-Ranged Electron Interaction between Carboxytetramethylrhodamine and Fluoresceinisothiocyanate Bound Covalently to DNA, As Evidenced by Fluorescence Quenching

Long-Ranged Electron Interaction between Carboxytetramethylrhodamine and Fluoresceinisothiocyanate Bound Covalently to DNA, As Evidenced by Fluorescence Quenching

Divergence in DNA photorepair efficiency among genotypes from contrasting UV radiation environments in nature

Synthesis of Imperatorin Analogs and Their Evaluation as Acetylcholinesterase and Butyrylcholinesterase Inhibitors

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