Journal
TETRAHEDRON LETTERS
Volume 50, Issue 45, Pages 6200-6202Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.08.117
Keywords
Coupling reagents; Microwave; Peptide; Solid-phase synthesis; Oxyma
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Funding
- CICYT [CFQ2006-03794/BQU]
- Luxembourg Bio Technologies, Ltd.
- Generalitat de Catalunya [2005SGR 00662]
- Institute for Research in Biomedicine
- Barcelona Science Park
- 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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