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Synthesis and Application of New Modified Dinucleotide Cap Analog

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We describe synthesis of a chain-terminating mRNA cap dinucleotide m2 7, 2'OG[5']ppp[5']m7G analog. A new dinucleotide cap analog was synthesized with methyl groups on the both N7 guanine moieties, as well as the 2'-OH of one of the ribose moiety is reported. The biological validation of triple methylated cap analog was done with respect to their effects on capping efficiency, yield of RNAs during in vitro transcription, and the translational activity of these RNAs upon transfection into HeLa cells. The RNA capped with the trimethylated analog (m2 7,2'OG[5']ppp[5']m7G) was translated the most efficiently, with ∼ 2.5 -fold more activity than the conventional cap (m7G[5']ppp[5']G).

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Keywords: Guanosine; T7 RNA polymerase; cap analogs; methylation; translation efficiency; trimethylated cap analog

Document Type: Research Article

Publication date: 2009-10-01

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  • Letters in Organic Chemistry publishes original letters on all areas of organic chemistry including synthesis, bioorganic, medicinal, natural products, organometallic, supramolecular, molecular recognition and physical organic chemistry. The emphasis is placed on publishing quality papers very rapidly. Letters are processed rapidly and take full advantage of the Internet technology both for the submission and the review of the manuscripts.
    The journal is essential reading for all organic chemists both in academia and industry.
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