Anilkumar R. Kore, Bo Yang, Balasubramanian Srinivasan
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Abstract
An efficient, reliable method for the chemical synthesis of (E )-5-[3-aminoallyl]-uridine-5′-O -triphosphate (AA-UTP), starting from 5-iodouridine, is described. This new strategy features the involvement of one-pot triphosphate formation and fluorous solid-phase extraction (F-SPE). The one-pot synthesis involves the mono phosphorylation of fluorous-tagged uridine, followed by the reaction with pyrophosphate to afford the fluorous-tagged AA-UTP. The F-SPE is achieved by installing a fluorous-tag onto the uridine prior to triphosphate formation, purification via F-SPE, and cleavage of the fluorous-tag. It is worth mentioning that this protocol produces AA-UTP in high yield and purity using one simple F-SPE; no conventional column chromatography is involved. © 2015 by John Wiley & Sons, Inc.
氟辅助合成(E)-5-[3-氨基烯丙基]-尿苷-5 ' - o -三磷酸
介绍了以5-碘吡啶为起始原料,化学合成(E)-5-[3-氨基烯丙基]-尿嘧啶-5′- o -三磷酸(AA-UTP)的一种高效、可靠的方法。这种新策略的特点是涉及一锅三磷酸盐形成和氟固相萃取(F-SPE)。一锅合成包括氟标记尿苷的单磷酸化,然后与焦磷酸反应得到氟标记的AA-UTP。F-SPE是通过在三磷酸形成之前在尿嘧啶上安装一个含氟标签,通过F-SPE纯化,并切割含氟标签来实现的。值得一提的是,该方案采用一个简单的F-SPE,以高收率和纯度生产AA-UTP;不涉及常规柱层析。©2015 by John Wiley &儿子,Inc。
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