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Ascorbate as an Alternative to Thiol Additives in Native Chemical Ligation

Authors

  • Heike Rohde,

    1. Institut für Chemie der Humboldt Universität zu Berlin, Brook-Taylor-Strasse 2, 12489 Berlin (Germany), Fax: (+49) 30-2093-7266
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  • Josephine Schmalisch,

    1. Institut für Chemie der Humboldt Universität zu Berlin, Brook-Taylor-Strasse 2, 12489 Berlin (Germany), Fax: (+49) 30-2093-7266
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  • Ziv Harpaz,

    1. Institut für Chemie der Humboldt Universität zu Berlin, Brook-Taylor-Strasse 2, 12489 Berlin (Germany), Fax: (+49) 30-2093-7266
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  • Franziska Diezmann,

    1. Institut für Chemie der Humboldt Universität zu Berlin, Brook-Taylor-Strasse 2, 12489 Berlin (Germany), Fax: (+49) 30-2093-7266
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  • Prof. Dr. Oliver Seitz

    Corresponding author
    1. Institut für Chemie der Humboldt Universität zu Berlin, Brook-Taylor-Strasse 2, 12489 Berlin (Germany), Fax: (+49) 30-2093-7266
    • Institut für Chemie der Humboldt Universität zu Berlin, Brook-Taylor-Strasse 2, 12489 Berlin (Germany), Fax: (+49) 30-2093-7266
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Abstract

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Vitamin C for peptide ligation: Phosphine and thiol additives maintain reducing environments and increase the reactivities of peptide thioesters in native chemical ligation. Thiol additives such as thiophenol also act as radical scavengers that inhibit phosphine-induced desulfurization of cysteine. This role can be assumed by the odourless, nontoxic, highly water-soluble and inexpensive ascorbate, which can replace the usually added thiols.

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