Bioorganic & Medicinal Chemistry ( IF 3.5 ) Pub Date : 2017-09-21 , DOI: 10.1016/j.bmc.2017.09.032 Kentaro Ohno , Daiki Sugiyama , Leo Takeshita , Takashi Kanamori , Yoshiaki Masaki , Mitsuo Sekine , Kohji Seio
6-O-(2-Nitrobenzyl)guanosine and 4-O-(2-nitrobenzyl)uridine triphosphates (NBGTP, NBUTP) were synthesized, and their biochemical and photophysical properties were evaluated. We synthesized NBUTP using the canonical triphosphate synthesis method and NBGTP from 2′,3′-O-TBDMS guanosine via a triphosphate synthesis method by utilizing mild acidic desilylation conditions. Deprotection of the nitrobenzyl group in NBGTP and NBUTP proceeded within 60 s by UV irradiation at 365 nm. Experiments using NBGTP or NBUTP in T7-RNA transcription reactions showed that NBGTP could be useful for the photocontrol of transcription by UV irradiation.
中文翻译:
光笼笼的6 - O-(2-硝基苄基)鸟苷和4 - O-(2-硝基苄基)尿苷三磷酸的合成,用于光控制RNA转录反应
6- ø - (2-硝基苄基)鸟苷和4- ø - (2-硝基苄基)尿苷三磷酸(NB GTP,NB UTP)的合成,和它们的生物化学和光物理性质进行了评价。我们采用规范的三磷酸合成方法合成了NB UTP,并利用温和的酸性去甲硅烷基化条件,通过三磷酸合成方法从2',3'- O- TBDMS鸟苷中合成了NB GTP 。NB GTP和NB UTP中硝基苄基的脱保护通过365 nm的紫外线照射在60 s内进行。在T7-RNA转录反应中使用NB GTP或NB UTP进行的实验表明,NB GTP可能对通过紫外线照射进行转录的光控制有用。