title: BOP-OXy, BOP-OBt, and BOP-OAt: novel organophosphinic coupling reagents useful for solution and solid-phase peptide synthesis.
abstract: Stand-alone coupling reagents derived from bis(2-oxo-3-oxazolidinyl)phosphorodiamidic chloride show efficient performance in solution and SPPS. In particular, the Oxyma Pure (Luxembourg Biotech., Tel Aviv, Israel) derivative shows the additional advantage of being highly soluble in DMF and even fairly soluble in CH3 CN, which can extend its use for the synthesis of complex peptides. These new stand-alone coupling reagents have the advantage of not bearing any counteranion such as PF6 or BH4 , whose presence can jeopardize the purification of final peptides prepared in solution.
authors.affiliation: Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, 11451, Riyadh, Kingdom of Saudi Arabia; Department of Chemistry, Faculty of Science, Alexandria University, P.O. Box 426, Ibrahimia, Alexandria, 21321, Egypt; Institute for Research in Biomedicine-Barcelona, Baldiri Reixac 10, 08028, Barcelona, Spain.
authors.forename: Ayman
authors.initials: A
authors.lastname: El-Faham
authors.forename: Sherine N
authors.initials: SN
authors.lastname: Khattab
authors.forename: Ramon
authors.initials: R
authors.lastname: Subirós-Funosas
authors.forename: Fernando
authors.initials: F
authors.lastname: Albericio
mesh_terms: D000595:Amino Acid Sequence; D023303:Oxazolidinones / Q000138:chemical synthesis*; D010455:Peptides / Q000138:chemical synthesis*; D010721:Phosphinic Acids / Q000138:chemical synthesis*; D060327:Solid-Phase Synthesis Techniques; D012995:Solubility; D012996:Solutions
chemical_list: D023303:Oxazolidinones; D010455:Peptides; D010721:Phosphinic Acids; D012996:Solutions
keywords: BOP-Cl; Oxyma Pure; amino acids; phosphorous reagent; solid-phase peptide synthesis