Cationic heterooligopeptides by ficain-catalyzed co-oligomerization of lysine and methionine ethylesters | Boulder Peptide Symposium

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Cationic heterooligopeptides by ficain-catalyzed co-oligomerization of lysine and methionine ethylesters

Cationic heterooligopeptides by ficain-catalyzed co-oligomerization of lysine and methionine ethylesters

Oligopeptides are of high importance for various industrial applications, e.g. cosmetical or medical. Homooligomerizations and co-oligomerizations with anionic amino acid esters are well described but a successful synthesis of cationic heterooligopeptides has been missing so far. The present study reports the ficain-catalyzed heterooligomerizations of LysOEt with MetOEt, leading to cationic heterooligopeptides with a yield up to 49.5% (w/w). MALDI-ToF/ToF-MS analyses proved successful syntheses of cationic heterooligopeptides with a DP between 7 and 10 amino acid residues, with the enzyme exhibiting a clear preference for methionine. Copyright © 2014 European Peptide Society and John Wiley & Sons, Ltd.

Thumbnail image of graphical abstract

The present study reports the ficain-catalyzed heterooligomerizations of H-Lys-OEt with H-Met-OEt. MALDI-ToF/ToF-MS analyses proved successful syntheses of cationic heterooligopeptides with a degree of polymerization between 7 and 10 amino acid residues, with the enzyme exhibiting a clear preference for methionine.


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