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Journal Articles Angewandte Chemie International Edition Year : 2018

Cleavable Binary Dyads: Simplifying Data Extraction and Increasing Storage Density in Digital Polymers

Abstract

Digital polymers are uniform macromolecules that store monomer-based binary sequences. Molecularly stored information is usually extracted from the polymer by a tandem mass spectrometry (MS/MS) measurement, in which the coded chains are fragmented to reveal each bit (i.e. basic coded monomer unit) of the sequence. Here, we show that data-extraction can be greatly simplified by favoring the formation of MS/MS fragments containing two bits instead of one. In order to do so, digital poly(alkoxyamine phosphodiester)s, containing binary dyads in each repeat unit, were prepared by an orthogonal solid-phase approach involving successive phosphoramidite and radical-radical coupling steps. Three different sets of monomers were considered to build these polymers. In all cases, four coded building blockstwo hydroxy-nitroxides and two phosphoramidite monomerswere required to build the dyads. Among the three studied monomer sets, one combination allowed synthesis of unifor m sequence-coded polymers. The resulting polymers led to clear dyad-containing fragments in MS/MS and could therefore be efficiently decoded. Additionally, an algorithm was created to detect specific dyad fragments, thus enabling automated sequencing.
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hal-02091907 , version 1 (06-04-2019)

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Gianni Cavallo, Salomé Poyer, Jean-Arthur Amalian, Florent Dufour, Alexandre Burel, et al.. Cleavable Binary Dyads: Simplifying Data Extraction and Increasing Storage Density in Digital Polymers. Angewandte Chemie International Edition, 2018, 57 (21), pp.6266--6269. ⟨10.1002/anie.201803027⟩. ⟨hal-02091907⟩
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