Visible-Light-Triggered Cross-Linking of DNA Duplexes by Reversible [2+2] Photocycloaddition of Styrylpyrene
Visible-Light-Triggered Cross-Linking of DNA Duplexes by Reversible [2+2] Photocycloaddition of Styrylpyrene
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DOI：
10.1002/chem.201602006
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发表时间：
2016-07-18
影响因子：
4.3
通讯作者：
Asanuma, Hiroyuki
中科院分区：
文献类型：
--
作者：
Doi, Tetsuya;Kawai, Hayato;Asanuma, Hiroyuki
本文报道了苯乙烯基芘的[2+2]光环加成反应，使DNA双链体发生可逆的光交联。将d-苏氨醇接头上的苯乙烯基芘部分引入DNA链上的互补位置。在= 455 nm的可见光照射的双链体中的苯乙烯基芘对诱导交联双链体的两条链的苯乙烯基芘之间的[2+2]光环加成。两个非对映体形成后，[2+2]光环加成作为旋转的苯乙烯基芘残基的结果。此外，在= 340 nm处的UV光诱导环化逆转反应，其可逆地产生未交联的链。
Reversible photo-cross-linking of a DNA duplex through the [2+2] photocycloaddition of styrylpyrene is reported. Styrylpyrene moieties on d-threoninol linkers were introduced into complementary positions on DNA strands. Irradiation of the styrylpyrene pair in the duplex with visible light at =455nm induced a [2+2] photocycloaddition between styrylpyrenes that cross-linked the two strands of the duplex. Two diastereomers were formed after [2+2] photocycloaddition as a result of rotation of the styrylpyrene residues. Also, the cycloreversion reaction was induced by UV light at =340nm, which reversibly yielded the uncross-linked strands.