Photoinduced Electron Transfer between Anionic Corrole and DNA

Wang, Lili; Zhang, Lei; Wang, Hui; Zhang, Yang; Huang, Jun-Teng; Zhu, He; Xiao, Ying; Ji, Liang‐Nian; Liu, Haiyang

doi:10.1021/acs.jpca.5b11021

Cited by 13 publications

(17 citation statements)

References 72 publications

(116 reference statements)

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“…Therefore, base electron abstraction by the WE mechanistically is comparable to a direct ionization via excitation across the HUMO-LUMO (lowest unoccupied molecular orbital) gap as indicated by the UV light absorbance around 260 nm (also known as X band) [ 68 ]. Fig 10 displays nucleobase and base-pair highest occupied molecular orbital (HOMO) energy levels estimated in [ 69 – 71 ] relative to vacuum electron energy (right axis) and on a Ag/AgCl potential scale (left axis). Given the assumptions, used in these calculations, as well as covalent and non-covalent interactions in a double helix, these values are to be treated as approximate, nevertheless the relative nucleic acid base oxidation potentials were experimentally confirmed [ 14 , 20 , 32 ].…”

Section: Discussionmentioning

confidence: 99%

Controlled potential electro-oxidation of genomic DNA

et al. 2018

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Exposure of mammalian cells to oxidative stress can result in DNA damage that adversely affects many cell processes. Lack of dependable DNA damage reference materials and standardized measurement methods, despite many case-control studies hampers the wider recognition of the link between oxidatively degraded DNA and disease risk. We used bulk electrolysis in an electrochemical system and gas chromatographic mass spectrometric analysis (GC/MS/MS) to control and measure, respectively, the effect of electrochemically produced reactive oxygen species on calf thymus DNA (ct-DNA). DNA was electro-oxidized for 1 h at four fixed oxidizing potentials (E = 0.5 V, 1.0 V, 1.5 V and 2 V (vs Ag/AgCl)) using a high surface area boron-doped diamond (BDD) working electrode (WE) and the resulting DNA damage in the form of oxidatively-modified DNA lesions was measured using GC/MS/MS. We have shown that there are two distinct base lesion formation modes in the explored electrode potential range, corresponding to 0.5 V < E < 1.5 V and E > 1.5 V. Amounts of all four purine lesions were close to a negative control levels up to E = 1.5 V with evidence suggesting higher levels at the lowest potential of this range (E = 0.5 V). A rapid increase in all base lesion yields was measured when ct-DNA was exposed at E = 2 V, the potential at which hydroxyl radicals were efficiently produced by the BDD electrode. The present results demonstrate that controlled potential preparative electrooxidation of double-stranded DNA can be used to purposely increase the levels of oxidatively modified DNA lesions in discrete samples. It is envisioned that these DNA samples may potentially serve as analytical control or quality assurance reference materials for the determination of oxidatively induced DNA damage.

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Section: Discussionmentioning

confidence: 99%

Controlled potential electro-oxidation of genomic DNA

et al. 2018

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“…Femtosecond transient absorption spectra were recorded with 400 nm excitation, using a pump−probe apparatus described previously. 29 Nanosecond transient absorption measurements were performed on another pump−probe setup previously reported, after excitation at 532 nm. 28 The triplet absorption decay curves were well fitted with a single-exponential function convoluted with a Gaussian response function.…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

Investigation of Excited-State Photophysical Properties of Water-Soluble Gallium Corrole

Wang

Cheng

et al. 2017

J. Phys. Chem. C

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The photophysical properties of the excited states of the water-soluble gallium corrole (Ga(tpfc) (SO 3 Na) 2 ) and fluorescence lifetime imaging in three kinds of living cell lines have been investigated using the steady-state and time-resolved spectroscopic techniques. In comparison with gallium corrole (Ga(tpfc) (py)) in six selected solvents, Ga(tpfc) (SO 3 Na) 2 shows the much weaker emission and Bband absorption, and the Q-band absorption exhibits red-shift of about 15 nm, the fluorescence lifetime decreases, while the triplet lifetime increases. The internal transition time from the B-band to the Q-band of Ga(tpfc) (SO 3 Na) 2 is similar to that of Ga(tpfc) (py) in toluene. The high polarity of the water has an important impact on the dynamics of the singlet and triplet states, which may result in efficient electron transfer to the oxygen. This observation has been confirmed by the EPR experiment. Without the aid of carrier proteins, Ga(tpfc) (SO 3 Na) 2 can penetrate into three kinds of living cell lines: mouse fibroblast (L-929), human breast cancer (MCF-7), and human prostate carcinoma (PC-3M). Efficient energy transfer and intracellular high accumulation has been observed in the PC-3M cell line, which results in the fluorescence quench and shorter lifetime.

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“…It was shown that an ultrafast electron transfer ET between (SO 3 Na) 2 TPFCorrGa and the guanine bases of ct-DNA occurred within the pulse duration equal to 156 fs. 273 Cobalt(III) mono-hydroxyl and phenothiazine corrole complexes were prepared and studied (Fig. 97).…”

Section: Photodynamic Therapy (Pdt) Applicationsmentioning

confidence: 99%

“…96 Structures of the halogenated gallium corroles 272 and the anionic disulfonic corrole gallium corrole. 273 Fig. 97 Free-base and cobalt corroles with -OH or phenothiazine group.…”

Section: Photodynamic Therapy (Pdt) Applicationsmentioning

confidence: 99%