Protected aminooxyprolines for expedited library synthesis: application to Tsg101-directed proline-oxime containing peptides.

Basic Information

ID: ALA1140819

Journal: Bioorg Med Chem Lett

Title: Protected aminooxyprolines for expedited library synthesis: application to Tsg101-directed proline-oxime containing peptides.

Authors: Liu F, Stephen AG, Fisher RJ, Burke TR.

Abstract: The stereoselective synthesis of aminooxy-containing proline analogues bearing Fmoc/Boc or Fmoc/Mtt protection that renders them suitable for incorporation into peptides using Fmoc protocols is reported. Acid-catalyzed unmasking at the completion of peptide synthesis yields free aminooxy-functionalities for oxime formation through reaction with libraries of aldehydes. This allows post solid-phase diversification strategies that may facilitate structure-activity relationship studies.

CiteXplore: 18083557

DOI: 10.1016/j.bmcl.2007.12.003

Patent ID: