Synthesis of DNA Templates Containing the Fifth Base, 2-Amino-6-(dimethylamino)purine, for Specific Transcription Involving Unnatural Base Pairs

An unnatural nucleobase, pyridin-2-one (denoted as y), can be specifically incorporated into RNA opposite 2-amino-6-(dimethylamino)purine (denoted as x) in DNA templates by T7 RNA polymerase. For the easy preparation of DNA templates containing x, protecting groups for the 2-amino group of x were ex...

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Bibliographic Details
Published in:Chemistry letters 2001-09, Vol.30 (9), p.914-915
Main Authors: Hirao, Ichiro, Nojima, Takahiko, Mitsui, Tsuneo, Yokoyama, Shigeyuki
Format: Article
Language:English
Subjects:
2-Amino-6-(dimethylamino)purine
Phage T7
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Summary:An unnatural nucleobase, pyridin-2-one (denoted as y), can be specifically incorporated into RNA opposite 2-amino-6-(dimethylamino)purine (denoted as x) in DNA templates by T7 RNA polymerase. For the easy preparation of DNA templates containing x, protecting groups for the 2-amino group of x were examined. Although the general N2 protecting groups, such as isobutyryl and acetyl, resisted removal by the usual treatment with concentrated ammonia at 55 °C for 6 h, the N2-phenoxyacetyl group was successfully removed from the protected oligomers. This DNA synthesis would be a useful method for preparation of DNA templates toward enzymatic incorporation of unnatural nucleosides into RNA at desired positions.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.2001.914