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Main Authors: Rin Sato, Yoshino Yamada, Wataru Kashihara, Tatsuya Nishihara, Kazuhito Tanabe, Yao‐Zhong Xu, Tadashi Suzuki
Format: Artículo Open Access
Published: Wiley 2024
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Online Access:https://onlinelibrary.wiley.com/doi/10.1111/php.13918
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author Rin Sato
Yoshino Yamada
Wataru Kashihara
Tatsuya Nishihara
Kazuhito Tanabe
Yao‐Zhong Xu
Tadashi Suzuki
author_facet Rin Sato
Yoshino Yamada
Wataru Kashihara
Tatsuya Nishihara
Kazuhito Tanabe
Yao‐Zhong Xu
Tadashi Suzuki
Rin Sato
Yoshino Yamada
Wataru Kashihara
Tatsuya Nishihara
Kazuhito Tanabe
Yao‐Zhong Xu
Tadashi Suzuki
collection Wiley Open Access
contents Excited state properties of 5‐fluoro‐4‐thiouridine derivative† Rin Sato Yoshino Yamada Wataru Kashihara Tatsuya Nishihara Kazuhito Tanabe Yao‐Zhong Xu Tadashi Suzuki Photochemistry and Photobiology AbstractThe excited state properties of thionated 5‐fluorouridine (2′,3′,5′‐tri‐O‐acetyl‐5‐fluoro‐4‐thiouridine; ta5F4TUrd), synthesized with Lawesson's reagent, have been intensively investigated with nanosecond transient absorption spectroscopy, time‐resolved thermal lensing, near‐infrared emission, and quantum chemical calculation. The intrinsic triplet lifetime of ta5F4TUrd was determined to be μs in acetonitrile, and the formation quantum yield of the excited triplet state was as large as . The quenching rate constants of the triplet ta5F4TUrd by the dissolved oxygen molecule and by the self‐quenching process were found to be nearly equal to the diffusion‐controlled rate of acetonitrile. The quantum yield of the singlet molecular oxygen produced through energy transfer between the triplet ta5F4TUrd and the dissolved oxygen, , was successfully determined to be under the oxygen‐saturated condition. From the oxygen concentration dependence of the value, the fraction of triplet ta5F4TUrd quenched by dissolved oxygen which gives rise to the 1O2* formation, , was successfully obtained to be , which was the largest among the thionucleobases and the thionucleosides reported so far. This could be due to the lower energy and/or the ππ* character of the triplet state. 10.1111/php.13918 http://onlinelibrary.wiley.com/termsAndConditions#vor
doi_str_mv 10.1111/php.13918
format Artículo Open Access
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institution Wiley Open Access
license_str_mv http://onlinelibrary.wiley.com/termsAndConditions#vor
publishDate 2024
publisher Wiley
record_format wiley_oa
spellingShingle Excited state properties of 5‐fluoro‐4‐thiouridine derivative†
Rin Sato
Yoshino Yamada
Wataru Kashihara
Tatsuya Nishihara
Kazuhito Tanabe
Yao‐Zhong Xu
Tadashi Suzuki
Photochemistry and Photobiology
Excited state properties of 5‐fluoro‐4‐thiouridine derivative† Rin Sato Yoshino Yamada Wataru Kashihara Tatsuya Nishihara Kazuhito Tanabe Yao‐Zhong Xu Tadashi Suzuki Photochemistry and Photobiology AbstractThe excited state properties of thionated 5‐fluorouridine (2′,3′,5′‐tri‐O‐acetyl‐5‐fluoro‐4‐thiouridine; ta5F4TUrd), synthesized with Lawesson's reagent, have been intensively investigated with nanosecond transient absorption spectroscopy, time‐resolved thermal lensing, near‐infrared emission, and quantum chemical calculation. The intrinsic triplet lifetime of ta5F4TUrd was determined to be μs in acetonitrile, and the formation quantum yield of the excited triplet state was as large as . The quenching rate constants of the triplet ta5F4TUrd by the dissolved oxygen molecule and by the self‐quenching process were found to be nearly equal to the diffusion‐controlled rate of acetonitrile. The quantum yield of the singlet molecular oxygen produced through energy transfer between the triplet ta5F4TUrd and the dissolved oxygen, , was successfully determined to be under the oxygen‐saturated condition. From the oxygen concentration dependence of the value, the fraction of triplet ta5F4TUrd quenched by dissolved oxygen which gives rise to the 1O2* formation, , was successfully obtained to be , which was the largest among the thionucleobases and the thionucleosides reported so far. This could be due to the lower energy and/or the ππ* character of the triplet state. 10.1111/php.13918 http://onlinelibrary.wiley.com/termsAndConditions#vor
title Excited state properties of 5‐fluoro‐4‐thiouridine derivative†
topic Photochemistry and Photobiology
url https://onlinelibrary.wiley.com/doi/10.1111/php.13918