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Fmoc chemistry compatible thio-ligation assembly of proteins

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Abstract

We describe, and compare, two methods which enable theassembly of proteins from peptide thioester fragmentsprepared by Fmoc chemistry mediated solid phase synthesis. The first, which utilizes iso-thiouronium salts,allows formation of thiophenyl esters directly frompartially protected peptides, either in solution or onresin. The second uses ‘sulfonamide’ based safety-catchresins. Data on yields, generality and potential for side-reactions are provided.

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Author notes

  1. Stewart A. Thompson

    Present address: Inhale Therapeutic Systems, 150 Industrial Rd., San Carlos, CA, 94070

Authors and Affiliations

  1. Biosearch Technologies, Inc., 81 Digital Drive, Novato, CA, 94949, USA

    Sara Biancalana

  2. Berlex Biosciences, 15049 San Pablo Avenue, P.O. Box 4099, Richmond, CA, 94804, USA

    Derek Hudson

  3. Berlex Biosciences, 15049 San Pablo Avenue, P.O. Box 4099, Richmond, CA, 94804, USA

    Michael F. Songster & Stewart A. Thompson

Authors
  1. Sara Biancalana
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  2. Derek Hudson
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  3. Michael F. Songster
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  4. Stewart A. Thompson
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Corresponding author

Correspondence to Derek Hudson.

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Biancalana, S., Hudson, D., Songster, M.F. et al. Fmoc chemistry compatible thio-ligation assembly of proteins. Letters in Peptide Science 7, 291–297 (2000). https://doi.org/10.1023/A:1011849912229

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  • DOI: https://doi.org/10.1023/A:1011849912229

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