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Publication Details
AFRICAN RESEARCH NEXUS
SHINING A SPOTLIGHT ON AFRICAN RESEARCH
chemical engineering
Oxyma: An efficient additive for peptide synthesis to replace the benzotriazole-based HOBt and HOAt with a lower risk of explosion
Chemistry - A European Journal, Volume 15, No. 37, Year 2009
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Description
Oxyma [ethyl 2-cyano-2-(hydroxyimino)acetate] has been tested as an additive for use in the carbodiimide approach for formation of peptide bonds. Its performance in relation to those of HOBt and HOAt, which have recently been reported to exhibit explosive properties, is reported. Oxyma displayed a remarkable capacity to inhibit racemization, together with im-pressive coupling efficiency in both automated and manual synthesis, superior to those of HOBt and at least comparable to those of HOAt, and surpassing the latter coupling agent in the more demanding peptide models. Stability assays showed that there was no risk of capping the resin under standard coupling conditions. Finally, calorimetry assays (DSC and ARC) showed decomposition profiles for benzotriazolebased additives that were consistent with their reported explosivities and suggested a lower risk of explosion in the case of Oxyma. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
Authors & Co-Authors
Subirós-Funosas, Ramon
Spain, Barcelona
Irb Barcelona - Institute for Research in Biomedicine
Spain, Barcelona
Universitat de Barcelona
Prohens, Rafel
Spain, Barcelona
Universitat de Barcelona
Barbas, Rafael
Spain, Barcelona
Universitat de Barcelona
El-Faham, Ayman
Spain, Barcelona
Irb Barcelona - Institute for Research in Biomedicine
Saudi Arabia, Riyadh
King Saud University
Egypt, Alexandria
Faculty of Science
Alberício, Fernando
Spain, Barcelona
Irb Barcelona - Institute for Research in Biomedicine
Spain, Barcelona
Universitat de Barcelona
Statistics
Citations: 317
Authors: 5
Affiliations: 4
Identifiers
Doi:
10.1002/chem.200900614
ISSN:
09476539
e-ISSN:
15213765