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本文引用的文献

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An industrial process for selective synthesis of 7-methyl guanosine 5'-diphosphate: versatile synthon for synthesis of mRNA cap analogues.一种选择性合成7-甲基鸟苷5'-二磷酸的工业方法:用于合成mRNA帽类似物的通用合成子。
Nucleosides Nucleotides Nucleic Acids. 2006 Mar;25(3):337-40. doi: 10.1080/15257770500544552.
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Synthesis and properties of mRNAs containing the novel "anti-reverse" cap analogs 7-methyl(3'-O-methyl)GpppG and 7-methyl (3'-deoxy)GpppG.含有新型“抗反转”帽类似物7-甲基(3'-O-甲基)GpppG和7-甲基(3'-脱氧)GpppG的mRNA的合成与性质
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Viral and cellular mRNA capping: past and prospects.病毒与细胞信使核糖核酸加帽:过去与展望
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Eukaryotic translation initiation: there are (at least) two sides to every story.真核生物翻译起始:每个故事(至少)都有两面性。
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9
A novel method for phosphorylation of nucleosides to 5'-nucleotides.一种将核苷磷酸化为5'-核苷酸的新方法。
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Sequences containing methylated nucleotides at the 5' termini of messenger RNAs: possible implications for processing.信使核糖核酸5'末端含有甲基化核苷酸的序列:对加工过程的潜在影响。
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2'-氟取代帽类似物的合成与应用

Synthesis and application of 2'-fluoro-substituted cap analogs.

作者信息

Kore Anilkumar R, Shanmugasundaram Muthian, Charles Irudaya, Cheng Angie M, Barta Timothy J

机构信息

Ambion Inc., An Applied Biosystems Business, Bioorganic Chemistry Division, 2130 Woodward Street, Austin, TX 78744-1832, USA.

出版信息

Bioorg Med Chem Lett. 2007 Oct 1;17(19):5295-9. doi: 10.1016/j.bmcl.2007.08.029. Epub 2007 Aug 16.

DOI:10.1016/j.bmcl.2007.08.029
PMID:17728131
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2151044/
Abstract

Design, synthesis, and biological evaluation of 2'-fluoro-substituted cap analogs, i.e., m(7,2'F)G[5']ppp[5']G and m(7,2'F)G[5']ppp[5']m(7)G are described. Structures were confirmed by (1)H, (31)P, (19)F NMR and MS data. The effects of the 2'-fluoro-substituted moiety from the normal and N(7) double methylated mCAP were evaluated with respect to their capping efficiency, in vitro T7 RNA polymerase transcription efficiency, and translation activity using cultured HeLa cells. Luciferase fusion protein production was monitored by measuring the luciferase activity. mRNA poly(A) capped with 2'-fluoro-substituted cap analogs, (m(7,2'F)G[5']ppp[5']G) and (m(7,2'F)G[5']ppp[5']m(7)G), were translated approximately 2.4- and 2.5-fold more efficiently, respectively, than mRNA capped with conventional m(7)G[5']ppp[5']G.

摘要

描述了2'-氟取代帽类似物,即m(7,2'F)G[5']ppp[5']G和m(7,2'F)G[5']ppp[5']m(7)G的设计、合成及生物学评价。通过¹H、³¹P、¹⁹F NMR和MS数据确认了结构。针对正常和N(7)双甲基化mCAP的2'-氟取代部分,就其封端效率、体外T7 RNA聚合酶转录效率以及使用培养的HeLa细胞的翻译活性进行了评估。通过测量荧光素酶活性监测荧光素酶融合蛋白的产生。用2'-氟取代帽类似物(m(7,2'F)G[5']ppp[5']G)和(m(7,2'F)G[5']ppp[X']m(7)G)封端的mRNA的翻译效率分别比用常规m(7)G[5']ppp[5']G封端的mRNA高约2.4倍和2.5倍。