1. Academic Validation
  2. TOMBU and COMBU as Novel Uronium-type peptide coupling reagents derived from Oxyma-B

TOMBU and COMBU as Novel Uronium-type peptide coupling reagents derived from Oxyma-B

  • Molecules. 2014 Nov 18;19(11):18953-65. doi: 10.3390/molecules191118953.
Yahya E Jad 1 Sherine N Khattab 2 Beatriz G de la Torre 3 Thavendran Govender 4 Hendrik G Kruger 5 Ayman El-Faham 2 Fernando Albericio 6
Affiliations

Affiliations

  • 1 Catalysis and Peptide Research Unit, School of Health Sciences, University of Kwazulu-Natal, Durban 4001, South Africa. yahyajad@yahoo.com.
  • 2 Department of Chemistry, Faculty of Science, Alexandria University, P.O. Box 426, Ibrahimia, Alexandria 21321, Egypt. sh.n.khattab@gmail.com.
  • 3 Catalysis and Peptide Research Unit, School of Health Sciences, University of Kwazulu-Natal, Durban 4001, South Africa. bgarcia@yachaytech.edu.ec.
  • 4 Catalysis and Peptide Research Unit, School of Health Sciences, University of Kwazulu-Natal, Durban 4001, South Africa. govenderthav@ukzn.ac.za.
  • 5 Catalysis and Peptide Research Unit, School of Health Sciences, University of Kwazulu-Natal, Durban 4001, South Africa. kruger@ukzn.ac.za.
  • 6 Catalysis and Peptide Research Unit, School of Health Sciences, University of Kwazulu-Natal, Durban 4001, South Africa. albericio@irbbarcelona.org.
Abstract

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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