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Synthesis and Structure–Activity Correlation of a Brunsvicamide‐Inspired Cyclopeptide Collection
Authors:Thilo Walther  Steffen Renner Dr  Herbert Waldmann? Prof Dr  Hans‐Dieter Arndt? Dr
Affiliation:1. Technische Universit?t Dortmund, Fakult?t Chemie, Otto‐Hahn‐Strasse 6, 44221 Dortmund (Germany);2. Max‐Planck‐Institut für Molekulare Physiologie, Otto‐Hahn‐Strasse 11, 44227 Dortmund (Germany), Fax: (+49)?231‐133‐2498
Abstract:Cyanobacterial cyclopeptides : A series of analogues of the cyanobacterial cyclopeptide brunsvicamide A was prepared by effective solid‐support‐based total synthesis. Variations in stereochemistry revealed the importance of the D ‐lysine and the L ‐isoleucine residues for the substrate‐competitive inhibitory activity of brunsvicamide A against carboxypeptidase A.
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Keywords:combinatorial chemistry  inhibitors  natural products  peptidases  solid‐phase synthesis
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