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Issue 18, 2016
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Synthesis of activated 3′-amino-3′-deoxy-2-thio-thymidine, a superior substrate for the nonenzymatic copying of nucleic acid templates

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Abstract

We present a scalable synthesis of 3′-amino-3′-deoxy-2-thio-thymidine-5′-phosphoro-2-methylimidazolide, an activated monomer that can copy adenosine residues in nucleic acid templates rapidly without a polymerase. The sulfur atom substitution enhances the rate of template copying by 5-fold compared with the 3′-amino-3′-deoxy-T monomer, while the 3′-amino monomers exhibit a 2- to 30-fold enhancement compared with their ribonucleotide counterparts.

Graphical abstract: Synthesis of activated 3′-amino-3′-deoxy-2-thio-thymidine, a superior substrate for the nonenzymatic copying of nucleic acid templates

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Publication details

The article was received on 15 Dec 2015, accepted on 26 Jan 2016 and first published on 29 Jan 2016


Article type: Communication
DOI: 10.1039/C5CC10317G
Chem. Commun., 2016,52, 3684-3686
  • Open access: Creative Commons BY-NC license
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    Synthesis of activated 3′-amino-3′-deoxy-2-thio-thymidine, a superior substrate for the nonenzymatic copying of nucleic acid templates

    E. C. Izgu, S. S. Oh and J. W. Szostak, Chem. Commun., 2016, 52, 3684
    DOI: 10.1039/C5CC10317G

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