Side Reactions in Peptide Synthesis: tert-Butylation of Tryptophan

Authors

  • Prof. Dr. Erich Wünsch,

    Corresponding author
    1. Max-Planck-Institut für Biochemie, Abteilung für Peptidchemie, Schillerstrasse 42, D-8000 München 2 (Germany)
    • Max-Planck-Institut für Biochemie, Abteilung für Peptidchemie Schillerstrasse 42, D-8000 München 2 (Germany)
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  • Dr. Ernst Jaeger,

    1. Max-Planck-Institut für Biochemie, Abteilung für Peptidchemie, Schillerstrasse 42, D-8000 München 2 (Germany)
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  • Dr. Lajos Kisfaludy,

    1. Forschungslaboratorium der Chemischen Werke Gedeon Richter AG H-1475 Budapest X, Pf. 27 (Hungary)
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  • Dr. Miklos Löw

    1. Forschungslaboratorium der Chemischen Werke Gedeon Richter AG H-1475 Budapest X, Pf. 27 (Hungary)
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Abstract

original image

The amino acid tryptophan contains a reactive side chain which can be attacked, e.g. on tert-butylation of peptides containing tryptophan residues. Model reactions showed (1) to be the main product.

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