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Cationic heterooligopeptides by ficain‐catalyzed co‐oligomerization of lysine and methionine ethylesters
Author(s) -
Andre Markus,
Kühl Boris,
BrennerWeiss Gerald,
Syldatk Christoph,
Rudat Jens
Publication year - 2014
Publication title -
journal of peptide science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 66
eISSN - 1099-1387
pISSN - 1075-2617
DOI - 10.1002/psc.2639
Subject(s) - cationic polymerization , methionine , lysine , chemistry , amino acid , catalysis , yield (engineering) , enzyme , biochemistry , combinatorial chemistry , stereochemistry , organic chemistry , materials science , metallurgy
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.