title: TOMBU and COMBU as Novel Uronium-type peptide coupling reagents derived from Oxyma-B.
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.
authors.affiliation: Catalysis and Peptide Research Unit, School of Health Sciences, University of Kwazulu-Natal, Durban 4001, South Africa. yahyajad@yahoo.com.
authors.forename: Yahya E
authors.initials: YE
authors.lastname: Jad
authors.affiliation: Department of Chemistry, Faculty of Science, Alexandria University, P.O. Box 426, Ibrahimia, Alexandria 21321, Egypt. sh.n.khattab@gmail.com.
authors.forename: Sherine N
authors.initials: SN
authors.lastname: Khattab
authors.affiliation: Catalysis and Peptide Research Unit, School of Health Sciences, University of Kwazulu-Natal, Durban 4001, South Africa. bgarcia@yachaytech.edu.ec.
authors.forename: Beatriz G
authors.initials: BG
authors.lastname: de la Torre
authors.affiliation: Catalysis and Peptide Research Unit, School of Health Sciences, University of Kwazulu-Natal, Durban 4001, South Africa. govenderthav@ukzn.ac.za.
authors.forename: Thavendran
authors.initials: T
authors.lastname: Govender
authors.affiliation: Catalysis and Peptide Research Unit, School of Health Sciences, University of Kwazulu-Natal, Durban 4001, South Africa. kruger@ukzn.ac.za.
authors.forename: Hendrik G
authors.initials: HG
authors.lastname: Kruger
authors.affiliation: Department of Chemistry, Faculty of Science, Alexandria University, P.O. Box 426, Ibrahimia, Alexandria 21321, Egypt. sh.n.khattab@gmail.com.
authors.forename: Ayman
authors.initials: A
authors.lastname: El-Faham
authors.affiliation: Catalysis and Peptide Research Unit, School of Health Sciences, University of Kwazulu-Natal, Durban 4001, South Africa. albericio@irbbarcelona.org.
authors.forename: Fernando
authors.initials: F
authors.lastname: Albericio
mesh_terms: D001463:Barbiturates / Q000737:chemistry*; D007202:Indicators and Reagents / Q000737:chemistry*; D010091:Oximes / Q000737:chemistry*; D010455:Peptides / Q000737:chemistry*; D060327:Solid-Phase Synthesis Techniques / Q000379:methods; D012996:Solutions / Q000737:chemistry; D014230:Triazoles / Q000737:chemistry
chemical_list: C000598598:5-(hydroxyimino)-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione; D001463:Barbiturates; D007202:Indicators and Reagents; D010091:Oximes; D010455:Peptides; D012996:Solutions; D014230:Triazoles