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Intramolecular Charge Transfer in 5‑Halogen Cytidines Revealed by Femtosecond Time-Resolved Spectroscopy
journal contribution
posted on 2020-03-18, 19:38 authored by Rui Xu, Zhubin Hu, Xueli Wang, Yufeng Liu, Zhongneng Zhou, Jianhua Xu, Zhenrong Sun, Haitao Sun, Jinquan ChenUltraviolet
radiation induced damage to DNA/RNA can lead to chemical
modifications to the nucleosides, and understanding the excited states
involved is the key to reveal the mechanism of those reactions. 5-Halogen
cytidines are metabolized DNA/RNA nucleoside byproducts that exhibit
very important biological functions in the process of nucleic acid
methylation as well as DNA/RNA damage repairing. However, despite
the accumulation of knowledge about their biological functions, the
effects of halogen substitution on the excited states of canonical
nucleoside have not received much attention. In this work, the excited-state
dynamics of 5-fluorocytidine, 5-chlorocytidine, and 5-bromocytidine
is investigated. Excitation at 295 nm results in a bifurcation event
that leads to sub-picosecond decay to ground state and population
of intramolecular charge transfer states which have several to tens
of picosecond lifetimes. The results elucidate the general excited-state
relaxation pathways in 5-halogen cytidines, and the intrinsic charge
transfer state may affect the halogen bonding that stabilizes DNA
and protein structures when 5-halogen cytidines are excited.
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Keywords
bifurcation eventexcited-state relaxation pathwaysIntramolecular Charge Transfercanonical nucleosideacid methylation5- bromocytidine5- Halogen cytidinesprotein structuresexcited-state dynamicsFemtosecond Time-Resolved Spectroscopy Ultraviolet radiationchemical modificationsresults elucidate295 nm results5- fluorocytidineDNA5- halogen cytidinesground stateintramolecular charge transfer statessub-picosecond decaypicosecond lifetimescharge transfer state5- chlorocytidinehalogen substitution
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