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连接子长度对通过[2 + 2]光环加成点击化学介导的光交联位置的影响†

Effect of linker length on photo-cross-linking position mediated by click chemistry via [2 + 2] photocycloaddition†.

作者信息

Fujimoto Kenzo, Ishida Kenta, Xue Li, Nakamura Shigetaka

机构信息

School of advanced Science and Technology, Japan Advanced Institute Science and Technology, Asahidai 1-1, Nomi, Ishikawa, 923-1292, Japan.

出版信息

Photochem Photobiol Sci. 2020 Jun;19(6):776-782. doi: 10.1039/d0pp00098a. Epub 2020 Oct 27.

DOI:10.1039/d0pp00098a
PMID:33856676
Abstract

Ultrafast reversible DNA/RNA photo-cross-linking is a powerful tool for regulating the target strand in living cells. In particular, 3-cyanovinylcarbazole (K) and 3-cyanovinylcarbazole modified by D-threoninol (D) can photo-cross-link to pyrimidine bases within a few seconds of photoirradiation. However, these photo-cross-linkers can only cross-link to the counter base if it is adjacent to the 5'-side (-1 position). In this study, we synthesized novel photo-cross-linkers with varying linker lengths capable of photo-cross-linking with pyrimidine bases at locations other than the -1 position via click chemistry. The photo-cross-linking site was dependent on linker length.

摘要

超快可逆DNA/RNA光交联是调控活细胞中靶链的有力工具。特别是,3-氰基乙烯基咔唑(K)和经D-苏糖醇修饰的3-氰基乙烯基咔唑(D)在光照射后几秒内就能与嘧啶碱基发生光交联。然而,这些光交联剂仅能与位于5'-侧(-1位)相邻位置的互补碱基发生交联。在本研究中,我们通过点击化学合成了具有不同连接子长度的新型光交联剂,它们能够在-1位以外的位置与嘧啶碱基发生光交联。光交联位点取决于连接子长度。

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