Synthesis of Photolabile Transcription Initiators and Preparation of Photocleavable Functional RNA by Transcription

Document Type

Article

Publication Date

7-1-2012

Department

Chemistry and Biochemistry

School

Mathematics and Natural Sciences

Abstract

Two new photolabile adenosine-containing transcription initiators with terminal thiol and amino functionalities are chemically synthesized. Transcription in the presence of the transcription initiators under the T7 phi2.5 promoter produces 50 thiol- and amino-functionalized RNA conjugated by a photocleavable (PC) linker. Further RNA functionalization with biotin may be achieved through acyl transfer reactions from either biotinyl AMP to the RNA thiol group or biotin NHS to the RNA amino group. Photocleavage of the PC linker displays relatively fast kinetics with a half-life of 4-5 min. The availability of these transcription initiators makes new photolabile RNA accessible for affinity purification of RNA, in vitro selection of functional RNAs, and functional RNA caging. (C) 2012 Elsevier Ltd. All rights reserved.

Publication Title

Biorganic and Medicinal Chemistry Letters

Volume

22

Issue

13

First Page

4254

Last Page

4258

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