Novel dinucleoside 5',5'-triphosphate cap analogues. Synthesis and affinity for murine translation factor eIF4E.
Novel dinucleoside 5',5'-triphosphate cap analogues. Synthesis and affinity for murine translation factor eIF4E.
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新型二核苷 5,5-三磷酸帽类似物。
DOI：
10.1081/ncn-200060103
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发表时间：
2005
期刊：
影响因子：
--
通讯作者：
Darzynkiewicz,Edward
中科院分区：
文献类型：
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作者：
Stepinski,Janusz;Zuberek,Joanna;Jemielity,Jacek;Kalek,Marcin;Stolarski,Ryszard;Darzynkiewicz,Edward
使用我们的新方法，化学合成了一系列新型二核苷帽类似物 m7GpppN，其中 N 是福霉素 A、3'-O-甲基鸟苷、9-β-D-阿拉伯呋喃糖腺嘌呤和异鸟苷。焦磷酸键形成的关键反应是利用锌盐的催化特性在无水二甲基甲酰胺溶液中实现的。新帽类似物的结构通过 1 H NMR 和 31 P NMR 谱得到证实。通过光谱测定新帽类似物与鼠 eIF4E(28-217) 的结合亲和力，显示含有福霉素 A 的类似物具有最高的缔合常数。
Chemical synthesis of a series of novel dinucleoside cap analogues, m7GpppN, where N is formycin A, 3′-O-methylguanosine, 9-β-D-arabinofuranosyladenine, and isoguanosine, has been performed using our new methodology. The key reactions of pyrophosphate bonds formation were achieved in anhydrous dimethylformamide solutions employing the catalytic properties of zinc salts. Structures of the new cap analogues were confirmed by1H NMR and31P NMR spectra. The binding affinity of the new cap analogues for murine eIF4E(28–217) were determined spectroscopically showing the highest association constant for the analogue that contains formycin A.