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

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 der...

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron letters 2009-11, Vol.50 (45), p.6200-6202
Main Authors: Subiros-Funosas, Ramon, Acosta, Gerardo A., El-Faham, Ayman, Albericio, Fernando
Format: Article
Language:English
Subjects:
Coupling reagents
Microwave
Oxyma
Peptide
Solid-phase synthesis
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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. Oxyma-based uronium-type coupling reagent COMU has shown perfect compatibility with microwave-assisted peptide synthesizers. Consistent with previous reports, COMU displayed higher efficiency than benzotriazole classical immonium salts HATU/HBTU in the demanding synthesis of the Aib derivative of Leu-Enkephalin pentapeptide, giving rise to no Oxyma-based byproducts. The combination of microwave irradiation and COMU, therefore, resulted in a similar performance to that observed by manual synthesis in considerably shorter time.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2009.08.117