Photoaffinity-Labeled Peptoids
and Depsipeptides by Multicomponent Reactions

Michael Henze; Oliver Kreye; Sebastian Brauch; Christoph Nitsche; Kai Naumann; Ludger A. Wessjohann; Bernhard Westermann

doi:10.1055/s-0030-1258182

PAPER

Photoaffinity-Labeled Peptoids and Depsipeptides by Multicomponent Reactions

Michael Henze^a, Oliver Kreye^a, Sebastian Brauch^a, Christoph Nitsche^a, Kai Naumann^c, Ludger A. Wessjohann^a,b, Bernhard Westermann*^a,b
^a Leibniz-Institute of Plant Biochemistry, Department of Bioorganic Chemistry, Weinberg 3, 06120 Halle (Saale), Germany
Fax: +49(34)555821309; e-Mail: bwesterm@ipb-halle.de;
^b Martin-Luther-University, Institute of Organic Chemistry, Kurt-Mothes-Str. 2, 06120 Halle (Saale), Germany
^c Leibniz-Institute of Plant Biochemistry, Department of Stress and Developmental Biology, Weinberg 3, 06120 Halle (Saale), Germany

Abstract

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Abstract

Photoaffinity tags can be incorporated easily into peptoids and congeners by the Ugi and Passerini multicomponent reactions. Products related to photo-methionine and photo-leucine can be accomplished by diazirine-containing building blocks. The same protocols can be used to synthesize derivatives with benzophenone photo cross-linkers.

Key words

photo-methionine - photo-leucine - Ugi reaction - Passerini reaction - peptoids

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