Access to Biomolecular Assemblies through One-Pot Triple Orthogonal Chemoselective Ligations

Authors

  • Mathieu Galibert,

    1. Départment de Chimie Moléculaire, UMR CNRS/UJF 5250, ICMG FR 2607, 570 rue de la chimie, BP53, 38041 Grenoble cedex 9 (France), Fax: (+33) 4-5652-0805
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  • Dr. Olivier Renaudet,

    1. Départment de Chimie Moléculaire, UMR CNRS/UJF 5250, ICMG FR 2607, 570 rue de la chimie, BP53, 38041 Grenoble cedex 9 (France), Fax: (+33) 4-5652-0805
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  • Prof. Dr. Pascal Dumy,

    1. Départment de Chimie Moléculaire, UMR CNRS/UJF 5250, ICMG FR 2607, 570 rue de la chimie, BP53, 38041 Grenoble cedex 9 (France), Fax: (+33) 4-5652-0805
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  • Dr. Didier Boturyn

    Corresponding author
    1. Départment de Chimie Moléculaire, UMR CNRS/UJF 5250, ICMG FR 2607, 570 rue de la chimie, BP53, 38041 Grenoble cedex 9 (France), Fax: (+33) 4-5652-0805
    • Départment de Chimie Moléculaire, UMR CNRS/UJF 5250, ICMG FR 2607, 570 rue de la chimie, BP53, 38041 Grenoble cedex 9 (France), Fax: (+33) 4-5652-0805
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  • This work was supported by the Université Joseph Fourier, the Centre National de la Recherche Scientifique (CNRS), the Institut National du Cancer (INCA), and the Nanoscience Foundation. We are grateful to NanoBio (Grenoble) for the facilities of the Synthesis Platform.

Abstract

original image

Three into one will go: The consecutive combination of three orthogonal chemoselective reactions (oxime ligation, thioether addition, and copper(I)-catalyzed alkyne–azide cycloaddition (CuAAC)) in a sequential one-pot approach allows the syntheses of highly sophisticated biomolecular compounds without intervening isolations and protection schemes (see picture; ODN=oligodeoxynucleotide).

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