Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
Effect of the spacer length and nitroxide sterical shielding upon photostability of spin-labeled kynurenines. / Polienko, Yuliya F.; Snytnikova, Olga A.; Yanshole, Vadim V. и др.
в: Journal of Photochemistry and Photobiology A: Chemistry, Том 322-323, 15.05.2016, стр. 76-84.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - Effect of the spacer length and nitroxide sterical shielding upon photostability of spin-labeled kynurenines
AU - Polienko, Yuliya F.
AU - Snytnikova, Olga A.
AU - Yanshole, Vadim V.
AU - Chernyak, Elena I.
AU - Morozov, Sergey V.
AU - Grigor'ev, Igor A.
AU - Tsentalovich, Yuri P.
N1 - Funding Information: This work was supported by the Russian Scientific Foundation (project №14-14-00056). The synthesis of KN-RNO conjugates was carried out with the financial support from Russian Foundation for Basic Research (Grants No. 15-03-04980-a and 14-03-00027 ). Publisher Copyright: © 2016 Elsevier B.V. All rights reserved.
PY - 2016/5/15
Y1 - 2016/5/15
N2 - The synthesis of the natural molecular UV filters - kynurenines (KN) - covalently bound to nitroxides has recently been proposed as an alternative for traditional combination of antioxidants and UV-filters in sunscreen formulations. Due to the spin-exchange interaction between KN and nitroxide moieties, the triplet lifetimes in such conjugates are much shorter than in KN molecule, but the triplet quantum yields are significantly higher. The reaction of intramolecular electron transfer between photoexcited KN and nitroxide moieties is the main factor determining the quantum yield of KN-RNO conjugates photodecomposition. Searching for a method to suppress this side process we synthesized analogues of previously prepared conjugates with the enlarged spacer between the nitroxide and kynurenine parts and with the sterically hindered access to the nitroxide group. The new spin-labeled kynurenines showed at least three-fold higher photostability compared to the previously synthesized compounds of this type.
AB - The synthesis of the natural molecular UV filters - kynurenines (KN) - covalently bound to nitroxides has recently been proposed as an alternative for traditional combination of antioxidants and UV-filters in sunscreen formulations. Due to the spin-exchange interaction between KN and nitroxide moieties, the triplet lifetimes in such conjugates are much shorter than in KN molecule, but the triplet quantum yields are significantly higher. The reaction of intramolecular electron transfer between photoexcited KN and nitroxide moieties is the main factor determining the quantum yield of KN-RNO conjugates photodecomposition. Searching for a method to suppress this side process we synthesized analogues of previously prepared conjugates with the enlarged spacer between the nitroxide and kynurenine parts and with the sterically hindered access to the nitroxide group. The new spin-labeled kynurenines showed at least three-fold higher photostability compared to the previously synthesized compounds of this type.
KW - Kynurenine
KW - Nitroxide
KW - Photolysis
KW - Photostability
KW - Spin exchange
UR - http://www.scopus.com/inward/record.url?scp=84961214770&partnerID=8YFLogxK
U2 - 10.1016/j.jphotochem.2016.03.007
DO - 10.1016/j.jphotochem.2016.03.007
M3 - Article
AN - SCOPUS:84961214770
VL - 322-323
SP - 76
EP - 84
JO - Journal of Photochemistry and Photobiology A: Chemistry
JF - Journal of Photochemistry and Photobiology A: Chemistry
SN - 1010-6030
ER -
ID: 34440573