Конъюгаты нуклеозидов и флуоресцентных красителей, содержащие сопряженную систему кратных связей

— 118-выводы.

1. Разработаны эффективные методы синтеза ацетиленовых производных ряда флуоресцентных красителей -1-й 4-этинилпирена, 3-этинилперилена и 2-(4-этинилфенил)бензоксазола.

2. Осуществлен синтез четырех флуоресцентных нуклеозидных производных — 5-(1-пиренилэтинил)-2'-дезоксиуридина, 5-(4-пиренилэтинил)-2'-дезоксиуридана, 5-(3-периленилэтинил)-2'-дезоксиурид]ша и 5-[4-(2-бензоксазолил)фенил]-этинил-2'-дезоксиуридина — первых флуоресцентно меченных нуклеозидов, в которых флуорофор тг-сопряжен с нуклеиновым основанием через этинильный спейсер. Проанализированы спектральные (абсорбционные и флуоресцентные) эффекты, связанные с взаимодействиями между полиароматическими группировками и гетероциклическими основаниями в составе модифицированных нуклеозидов.

3. На основе 5-(1-пиренилэтинил)-2'-дезоксиуридина и 5-[4-(2-бензоксазо-лил)фенилэтинил]-2'-дезоксиуридина синтезированы реагенты (амидофосфиты и модифицированные носители) для автоматического ДНК-синтеза. Показана эффективность полученных реагентов для направленного введения флуоресцентных меток в состав олигонуклеотидов.

— 119.

БЛАГОДАРНОСТИ.

Автор выражает благодарность ЮА. Берлину и ВА. Коршуну за руководство диссертационной работойсвоим коллегам из лаборатории механизмов экспрессии генов за постоянную поддержкусотрудникам ИБХ РАН И. А. Куделиной и И. И. Михалеву за регистрацию спектров флуоресценцииДА. Стеценко за помощь в регистрации УФ-спектровЮ.П. Козьмину и A.B. Сулиме за регистрацию масс-спектровТ.А. Балашовой, Э. В. Бочарову, А. П. Голованову, Д. В. Дементьевой, В. Ю. Орехову и B.C. Пашкову за регистрацию Ш-ЯМР-спектров. Автор признателен коллегам из других институтов: Э. И. Лажко (Институт по изысканию новых антибиотиков РАМН, Москва) за регистрацию 31Р-ЯМР спектров, А. Г. Витухновскому и О. П. Варнавскому (Физический институт им. Н. П. Лебедева РАН, Москва) за помощь в регистрации спектров флуоресценции и полезное обсуждение, Д. Т. Кожичу (Медико-биотехнологический институт при концерне «Белбиофарм», Минск) за предоставление для экспериментов 2-(4о иодфенил) бензоксазола, проф. L.B.-A. Johansson (факультет физической химии, университет Umea, Швеция) за предоставление спектральных данных по полученным нами периленовым производным нуклеозидов.

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