TOMBU and COMBU as Novel Uronium-Type Peptide Coupling Reagents Derived from Oxyma-B
Catalysis and Peptide Research Unit, School of Health Sciences, University of Kwazulu-Natal, Durban 4001, South Africa
Department of Chemistry, Faculty of Science, Alexandria University, P.O. Box 426, Ibrahimia, Alexandria 21321, Egypt
School of Chemistry, Yachay Tech, Yachay City of Knowledge, 100119-Urcuqui, Ecuador
Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia
School of Chemistry and Physics, University of KwaZulu-Natal, Durban 4001, South Africa
Institute for Research in Biomedicine (IRB Barcelona), Baldiri Reixac 10, Barcelona, 08028, Spain
CIBER-BBN, Networking Centre on Bioengineering, Biomaterials and Nanomedicine, Barcelona Science Park, Barcelona 08028, Spain
Department of Organic Chemistry, University of Barcelona, Barcelona, 08028, Spain
Authors to whom correspondence should be addressed.
Received: 19 October 2014 / Revised: 19 October 2014 / Accepted: 5 November 2014 / Published: 18 November 2014
Here we describe two novel uronium salts, TOMBU and COMBU, derived from the recently described Oxyma-B for use in peptide bond synthesis. These coupling reagents are more stable than COMU in DMF. Furthermore, using various peptide synthetic models in solution and solid-phase synthesis, we reveal that they show better performance than HBTU in terms of preserving chiral integrity and coupling yields, but slightly worse performance than COMU.
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Jad, Y.E.; Khattab, S.N.; de la Torre, B.G.; Govender, T.; Kruger, H.G.; El-Faham, A.; Albericio, F. TOMBU and COMBU as Novel Uronium-Type Peptide Coupling Reagents Derived from Oxyma-B. Molecules 2014, 19, 18953-18965.
Jad YE, Khattab SN, de la Torre BG, Govender T, Kruger HG, El-Faham A, Albericio F. TOMBU and COMBU as Novel Uronium-Type Peptide Coupling Reagents Derived from Oxyma-B. Molecules. 2014; 19(11):18953-18965.
Jad, Yahya E.; Khattab, Sherine N.; de la Torre, Beatriz G.; Govender, Thavendran; Kruger, Hendrik G.; El-Faham, Ayman; Albericio, Fernando. 2014. "TOMBU and COMBU as Novel Uronium-Type Peptide Coupling Reagents Derived from Oxyma-B." Molecules 19, no. 11: 18953-18965.
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