Synthesis, Derivatization and Photochemical Control of an ortho-Functionalized Tetrafluorinated Azobenzene-Modified siRNA

Synthesis, Derivatization and Photochemical Control of an ortho-Functionalized Tetrafluorinated Azobenzene-Modified siRNA
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邻位功能化四氟偶氮苯修饰 siRNA 的合成、衍生化和光化学控制

DOI:
10.1002/cbic.202200386
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发表时间:
2022
期刊:
影响因子:
3.2
通讯作者:
J.-P.
J.-P.
中科院分区:
生物学3区
文献类型:
--
作者:
Hammill;M. L.; Tsubaki;K.; Wang;Y.; Islam;G.; Kitamura;M.; Okauchi;T.; Desaulniers;J.-P.

文献摘要

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我们报告了合成非邻位官能化的四氟偶氮苯亚磷酰胺,用于其位点特异性掺入RNA。将四氟偶氮苯嵌入siRNA双链体的反义链内以形成邻位官能化的含四氟偶氮苯的siRNA(F-siRNAzo)。在细胞培养中,F-siRNAzo通过绿色光(530 nm)的转座子转化失活,并通过蓝光(470 nm)的转座子转化再活化。 四氟偶氮苯单元的长半衰期和稳定性允许在细胞培养中可逆控制F-siRNAzo长达72小时。 
We report the synthesis of anortho‐functionalized tetrafluorinated azobenzene phosphoramidite for its site‐specific incorporation into RNA. The tetrafluorinated azobenzene is embedded within the antisense strand of an siRNA duplex to form anortho‐functionalized tetrafluorinated azobenzene‐containing siRNA (F‐siRNAzo). The F‐siRNAzo is inactivated viatranstocisconversion with green light (530 nm), and reactivated with blue light (470 nm) viacistotransconversion in cell culture. The long half‐life and stability of the tetrafluorinated azobenzene unit allows for reversible control of the F‐siRNAzo in cell culture for up 72 hours.