The Formation and Cleavage of Lysinoalanine Crosslinks

  • G. Ebert
  • Ch. Ebert
Part of the Advances in Experimental Medicine and Biology book series (AEMB, volume 86)


Treatment of lysinoalanine (LAL) with methyl iodide at pH-values above 8 leads to cleavage to dehydroalanine (DHA) and Nε-di- or/and trimethyllysine, as was shown by ultraviolet spectra and amino acid analysis. This reaction is due to methylation of the crosslinking NH group of LAL to the quaternary ammonium compound; nucleophilic β-elimination follows. By this reaction, the ε-amino groups of polylysine and its copolymers can be methylated to form di- and/or trimethyl-lysine residues. Chemically modified polypeptides containing Nε-dimethyllysine can be made in this way.


Hydrolysis Cysteine Lysine Iodide Polypeptide 
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Copyright information

© Springer Science+Business Media New York 1977

Authors and Affiliations

  • G. Ebert
    • 1
  • Ch. Ebert
    • 1
  1. 1.Institute of PolymersUniversity of Marburg/LMarburg/LWest Germany

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