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Hypermodified nucleoside carboxyl group as a target site for specific tRNA modification.

P Górnicki·M Judek·A Wolański·W J Krzyzosiak
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Abstract

The free carboxyl group of hypermodified nucleosides N6-methyl-N6-(threoninocarbonyl)adenosine (mt6A37) and 3-(3-amino-3-carboxypropyl)uridine (acp3U20:1) in tRNAmMet (yellow lupine), and N6-(threoninocarbonyl)adenosine (t6A37) in tRNAiMet (yellow lupine) can be converted quantitatively and under very mild conditions into the respective anilides in a reaction with aniline and a water-soluble carbodiimide. The tRNA reactions proceed with rates very similar to that reported previously for t6A nucleoside. Detailed analysis of the products of tRNA modification with [3H]aniline on tRNA (chromatography on BD-DEAE-cellulose), oligonucleotide (polyacrylamide gel electrophoresis) and nucleoside (HPLC on Aminex A6) levels clearly indicates that only the hypermodified nucleoside residues undergo the reaction. The site of modification is confirmed for mono-modified (at mt6A37) and bis-modified (at mt6A37 and acp3U20:1) tRNAmMet, and for mono-modified (at t6A37) tRNAiMet by sequence analysis using 5'end 32P-labeled tRNAs. The modification procedure seems to be universally applicable for all hypermodified nucleosides bearing a free carboxyl group and for different amine reagents designed for the studies on tRNA function.

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Aniline CompoundsBase SequenceNucleosidesRNA, TransferTritiumJournal ArticleResearch Support, Non-U.S. Gov't

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P Górnicki, M Judek, A Wolański, W J Krzyzosiak. 1986-03-03. Hypermodified nucleoside carboxyl group as a target site for specific tRNA modification.. https://doi.org/10.1111/j.1432-1033.1986.tb09500.x

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