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Synthesis of tRNA analogues containing a terminal ribose locked in the South conformation to study tRNA-dependent enzymes

Abstract

We report here the synthetic route of two constrained dinucleotides and the determination of the sugar puckering by NMR analyses of the starting nucleosides. Enzymatic ligation to microhelix-RNAs provide access to tRNA analogues containing a 3’ terminal A76 locked in South conformation. Biological evaluation of our tRNA analogues has been performed using amino-acyl tRNA-dependent transferase FemXWv, which mediates non-ribosomal incorporation of amino acids into the bacterial cell wall. We have shown that our tRNA analogues inhibited the aminoacyl transfer reaction catalyzed by FemXWv with an IC50s of 10 and 8 µM. These results indicate that FemXWv displays a moderate preference for tRNAs containing a terminal A76 locked in the South conformation and that a South to North switch in the conformation of the terminal ribose might contribute to the release of the uncharged tRNAAla product of the aminoacyl transfer reaction catalyzed by FemXwv.

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Publication details

The article was received on 03 Jan 2018, accepted on 14 Feb 2018 and first published on 14 Feb 2018


Article type: Paper
DOI: 10.1039/C8OB00019K
Citation: Org. Biomol. Chem., 2018, Accepted Manuscript
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    Synthesis of tRNA analogues containing a terminal ribose locked in the South conformation to study tRNA-dependent enzymes

    L. Iannazzo, M. Fonvielle, E. Braud, H. Hrebabecky, E. Procházková, R. Nencka, C. Mathé, M. Arthur and M. Etheve-Quelquejeu, Org. Biomol. Chem., 2018, Accepted Manuscript , DOI: 10.1039/C8OB00019K

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