Fullerene–Oligonucleotide Conjugates: Photoinduced Sequence‐Specific DNA Cleavage

Abstract

The guanine‐specific cleavage of oligonucleotides is achieved with the conjugate 1, which contains a fullerene tethered to a tetradecadeoxyribonucleotide Nu(pNu)n. This conjugate was able to form a duplex with a complementary oligonucleotide, and triplexes with appropriate double‐stranded oligonucleotides. Irradiation of the complexes leads to site‐specfic cleavage of the target sequences—probably through the action of singlet oxygen.

Effects of Fullerenes on Phospholipid Membranes: A Langmuir Monolayer Study

“…[1][2][3][4] Pristine C 60 and its stable nanoscale aggregates in water, known as nano-C 60 , [5] have been widely explored for use in biomedical applications including DNA cleavage, [6] anti-HIV drugs, [7] anticancer therapy, [8] and diagnostic imaging. [9] Cytotoxicity studies suggest that the nano-C 60 aggregates can permeate cell membranes, and even the blood/brain barrier.…”

[60]Fullerene Amino Acids and Related Derivatives

“…[60]Fullerene derivatives exhibit a range of interesting biological activities including inhibition of HIV enzymes [4][5][6][7][8][9][10][11][12] , photoinduced cytotoxicity via selective cleavage of DNA [13][14][15][16][17] and as a smooth muscle relaxant [18][19][20] . In addition, other interesting reports of fullerene derivatives of biologically significant molecules such as lipids 21 , saccharides 22 , oligonucleotides [23][24] and amino acids have appeared in the literature.…”

“…In addition, other interesting reports of fullerene derivatives of biologically significant molecules such as lipids 21 , saccharides 22 , oligonucleotides [23][24] and amino acids have appeared in the literature. Of these aforementioned groups, amino acid fullerene derivatives are of special interest.…”

Biological activity of fullerenes - reality and prospects

“…Размер, форма и высокая липофильность фуллерена позволяют его молекуле довольно легко проникать в клетки и пред-ставляют собой идеальное сочетание свойств для использования его в качестве вектора для адресной доставки лекарственных веществ и трансфекции ге-нов [2]. Одна из первых работ по медицинской хи-мии фуллеренов была посвящена целенаправленной доставке фуллерена-фотосенситизатора к мишени с помощью олигонуклеотидной последовательности, ковалентно связанной с фуллереновым кором [61]. Для повышения эффективности действия был синте-зирован конъюгат фуллерена С 60 с 14-мерным оли-гонуклеотидом -он связывался с одноцепочечной ДНК и фиксировал фотосенситизатор (остаток фул-лерена) вблизи ДНК.…”