Post-synthesis DNA modifications using a trans-cyclooctene click handle

作者:Wang Ke; Wang Danzhu; Ji Kaili; Chen Weixuan; Zheng Yueqin; Dai Chaofeng; Wang Binghe*
来源:Organic and Biomolecular Chemistry, 2015, 13(3): 909-915.
DOI:10.1039/c4ob02031f

摘要

Post-synthesis DNA modification is a very useful method for DNA functionalization. This is achieved by using a modified NTP, which has a handle for further modifications, replacing the corresponding natural NTP in polymerase-catalyzed DNA synthesis. Subsequently, the handle can be used for further functionalization after PCR, preferably through a very fast reaction. Herein we describe polymerase-mediated incorporation of trans-cyclooctene modified thymidine triphosphate (TCO-TTP). Subsequently, the trans-cyclooctene group was reacted with a tetrazine tethered to other functional groups through a very fast click reaction. The utility of this DNA functionalization method was demonstrated with the incorporation of a boronic acid group and a fluorophore. The same approach was also successfully used in modifying a known aptamer for fluorescent labelling applications.

  • 出版日期2015