Site‐Specific Modification of the 6‐Amino Group of Adenosine in RNA by an Interstrand Functionality‐Transfer Reaction With an S‐Functionalized 4‐Thiothymidine. Issue 8 (4th May 2015)

• Record Type: Journal Article
• Authors: Oshiro, Ikuya; Jitsuzaki, Daichi; Onizuka, Kazumitsu; Nishimoto, Atsushi; Taniguchi, Yosuke; Sasaki, Shigeki
• Is Part Of: Chembiochem. Volume 16:Issue 8(2015)
• Page Start: 1199
• Page End: 1204
• Publication Date: 2015-05-04
• Subjects: Biochemistry -- Periodicals; Molecular biology -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1002/cbic.201500084
• Languages: English
• ISSNs: 1439-4227

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>Non‐natural RNA modifications have been widely used to study the function and structure of RNA. Expanding the study of RNA further requires versatile and efficient tools for site‐specific RNA modification. We recently established a new strategy for the site‐specific modification of RNA based on a functionality‐transfer reaction between an oligodeoxynucleotide (ODN) probe and an RNA substrate. 2′‐Deoxy‐6‐thioguanosine was used to anchor the transfer group, and the 4‐amino group of cytosine or the 2‐amino group of guanine was specifically modified. In this study, 2′‐deoxy‐4‐thiothymidine was adopted as a new platform to target the 6‐amino group of adenosine. The (<italic>E</italic>)‐pyridinyl vinyl keto transfer group was attached to the 4‐thioT in the ODN probe, and it was efficiently and specifically transferred to the 6‐amino group of the opposing adenosine in RNA in the presence of CuCl₂. This method expands the available RNA target sites for specific modification.</p> </abstract>