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Journal Articles ChemBioChem Year : 2012

Generation of RNA molecules by a base-catalysed click-like reaction.

Abstract

The problem of the abiotic origin of RNA from prebiotically plausible compounds remains unsolved. As a potential partial solution, we report the spontaneous polymerization of 3',5'-cyclic GMP in water, in formamide, in dimethylformamide, and (in water) in the presence of a Brønsted base such as 1,8-diazabicycloundec-7-ene. The reaction is untemplated, does not require enzymatic activities, is thermodynamically favoured and selectively yields 3',5'-bonded ribopolymers containing as many as 25 nucleotides. We propose a reaction pathway on the basis of 1) the measured stacking of the 3',5'-cyclic monomers, 2) the activation by Brønsted bases, 3) the determination (by MALDI-TOF mass spectrometry, by (31)P NMR, and by specific ribonucleases) of the molecular species produced. The reaction pathway has several of the attributes of a click-like reaction.
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pasteur-00960125 , version 1 (17-03-2014)

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Giovanna Costanzo, Raffaele Saladino, Giorgia Botta, Alessandra Giorgi, Anita Scipioni, et al.. Generation of RNA molecules by a base-catalysed click-like reaction.. ChemBioChem, 2012, 13 (7), pp.999-1008. ⟨10.1002/cbic.201200068⟩. ⟨pasteur-00960125⟩

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