4.4 Article

Microwave irradiation and COMU: a potent combination for solid-phase peptide synthesis

Journal

TETRAHEDRON LETTERS
Volume 50, Issue 45, Pages 6200-6202

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.08.117

Keywords

Coupling reagents; Microwave; Peptide; Solid-phase synthesis; Oxyma

Funding

  1. CICYT [CFQ2006-03794/BQU]
  2. Luxembourg Bio Technologies, Ltd.
  3. Generalitat de Catalunya [2005SGR 00662]
  4. Institute for Research in Biomedicine
  5. Barcelona Science Park
  6. Ministerio de Educacion y Ciencia

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Here we demonstrate the compatibility of Oxyma-based uronium-type coupling reagent COMU with microwave-assisted peptide synthesizers. Consistent with previous reports, COMU displayed higher efficiency than benzotriazole classical immonium salts HATU and HBTU in the demanding synthesis of the Aib derivative of Leu-Enkephalin pentapeptide and did not yield Oxyma-based byproducts. Thus, the combination of microwave irradiation and COMU resulted in a similar performance in considerably shorter time to that achieved by manual synthesis. (C) 2009 Elsevier Ltd. All rights reserved.

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