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


ABSTRACT: 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.

SUBMITTER: Wang K 

PROVIDER: S-EPMC4377304 | biostudies-literature | 2015 Jan

REPOSITORIES: biostudies-literature

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

Wang Ke K   Wang Danzhu D   Ji Kaili K   Chen Weixuan W   Zheng Yueqin Y   Dai Chaofeng C   Wang Binghe B  

Organic & biomolecular chemistry 20150101 3


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,  ...[more]

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