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Synthesis of 2,5-Bis(spirocyclohexane)-Substituted Nitroxides of Pyrroline and Pyrrolidine Series, Including Thiol-Specific Spin Label: An Analogue of MTSSL with Long Relaxation Time Научная публикация

Журнал Journal of Organic Chemistry
ISSN: 0022-3263
Вых. Данные Год: 2012, Том: 77, Номер: 18, Страницы: 8016-8027 Страниц : DOI: 10.1021/jo301235j
Авторы Kirilyuk Igor A. 1 , Polienko Yuliya F. 1 , Krumkacheva Olesya A. 2 , Strizhakov Rodion K. 2 , Gatilov Yurii V. 1 , Grigor'ev Igor A. 1 , Bagryanskaya Elena G. 1,2
Организации
1 (Данные Web of science) RAS, NN Vorozhtsov Novosibirsk Inst Organ Chem Sb, Novosibirsk 630090, Russia
2 (Данные Web of science) RAS, Int Tomog Ctr SB, Novosibirsk 630090, Russia

Реферат: The nitroxides of 7-azadispiro[5.1.5.2]-pentadecane and 7-azadispiro[5.1.5.2]pentadeca-14-ene series have been prepared, including thiol-specific methane thiosulfonate spin label for site-directed spin labeling. The effect of spirocyclohexane moieties on chemical and spectral properties has been studied. The obtained temperature dependencies of electron spin relaxation parameters demonstrate that new nitroxides may be suitable for PELDOR distance measurements at 80-120 K. Moreover, the new nitroxides demonstrated much higher stability toward reduction by ascorbate than spirocyclohexane-substituted nitroxides of piperidine series and showed 1.3-3.14 times lower reduction rates compared to corresponding 2,2,5,5-tetramethyl nitroxides.
Библиографическая ссылка: Kirilyuk I.A. , Polienko Y.F. , Krumkacheva O.A. , Strizhakov R.K. , Gatilov Y.V. , Grigor'ev I.A. , Bagryanskaya E.G.
Synthesis of 2,5-Bis(spirocyclohexane)-Substituted Nitroxides of Pyrroline and Pyrrolidine Series, Including Thiol-Specific Spin Label: An Analogue of MTSSL with Long Relaxation Time
Journal of Organic Chemistry. 2012. V.77. N18. P.8016-8027. DOI: 10.1021/jo301235j WOS Scopus РИНЦ OpenAlex
Даты:
Опубликована online: 4 сент. 2012 г.
Опубликована в печати: 21 сент. 2012 г.
Идентификаторы БД:
Web of science: WOS:000308957700024
Scopus: 2-s2.0-84867705933
РИНЦ: 20496930
OpenAlex: W2328326144
Цитирование в БД:
БД Цитирований
Web of science 70
Scopus 63
РИНЦ 69
OpenAlex 65
Альметрики: