title: Heating and microwave assisted SPPS of C-terminal acid peptides on trityl resin: the truth behind the yield.
abstract: Despite correct purity of crude peptides prepared on trityl resin by Fmoc/tBu microwave assisted solid phase peptide synthesis, surprisingly, lower yields than those expected were obtained while preparing C-terminal acid peptides. This could be explained by cyclization/cleavage through diketopiperazine formation during the second amino acid deprotection and third amino acid coupling. However, we provide here evidence that this is not the case and that this yield loss was due to high temperature promoted hydrolysis of the 2-chlorotrityl ester, yielding premature cleavage of the C-terminal acid peptides.
authors.affiliation: Genepep Domaine des Pins, 48 Impasse des Eglantiers, 34980, Saint Clément de Rivière, France.
authors.forename: Cécile
authors.initials: C
authors.lastname: Echalier
authors.forename: Soultan
authors.initials: S
authors.lastname: Al-Halifa
authors.forename: Aude
authors.initials: A
authors.lastname: Kreiter
authors.forename: Christine
authors.initials: C
authors.lastname: Enjalbal
authors.forename: Pierre
authors.initials: P
authors.lastname: Sanchez
authors.forename: Luisa
authors.initials: L
authors.lastname: Ronga
authors.forename: Karine
authors.initials: K
authors.lastname: Puget
authors.forename: Pascal
authors.initials: P
authors.lastname: Verdié
authors.forename: Muriel
authors.initials: M
authors.lastname: Amblard
authors.forename: Jean
authors.initials: J
authors.lastname: Martinez
authors.forename: Gilles
authors.initials: G
authors.lastname: Subra
mesh_terms: D006361:Heating; D008872:Microwaves; D015394:Molecular Structure; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry* / Q000302:isolation & purification; D012117:Resins, Synthetic / Q000737:chemistry*
chemical_list: D010455:Peptides; D012117:Resins, Synthetic