title: Acid-mediated prevention of aspartimide formation in solid phase peptide synthesis.
abstract: Aspartimide formation is one of the major obstacles that impedes the solid phase synthesis of large peptides and proteins. Until now, no cost-effective strategy to suppress this side reaction has been developed. Here it is demonstrated that addition of small amounts of organic acids to the standard Fmoc cleavage agent piperidine efficiently prevents formation of aspartimide side products. This effect is shown to be virtually independent of the acid strength.
authors.affiliation: Department of Nuclear Medicine, University Hospital Heidelberg, INF 400, 69120 Heidelberg, Germany.
authors.forename: Tillmann
authors.initials: T
authors.lastname: Michels
authors.forename: Rudolf
authors.initials: R
authors.lastname: Dölling
authors.forename: Uwe
authors.initials: U
authors.lastname: Haberkorn
authors.forename: Walter
authors.initials: W
authors.lastname: Mier
mesh_terms: D000143:Acids / Q000737:chemistry*; D001224:Aspartic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D006863:Hydrogen-Ion Concentration; D015394:Molecular Structure; D060327:Solid-Phase Synthesis Techniques
chemical_list: D000143:Acids; D001224:Aspartic Acid; C075871:aspartimide