Dipropylamine for 9-Fluorenylmethyloxycarbonyl (Fmoc) Deprotection with Reduced Aspartimide Formation in Solid-Phase Peptide Synthesis
Hippolyte Personne, Thissa N. Siriwardena, Sacha Javor, Jean‐Louis Reymond
Abstract
Herein, we report dipropylamine (DPA) as a fluorenylmethyloxycarbonyl (Fmoc) deprotection reagent to strongly reduce aspartimide formation compared to piperidine (PPR) in high-temperature (60 °C) solid-phase peptide synthesis (SPPS). In contrast to PPR, DPA is readily available, inexpensive, low toxicity, and nonstench. DPA also provides good yields in SPPS of non-aspartimide-prone peptides and peptide dendrimers.
Topics & Concepts
Peptide synthesisPeptideCombinatorial chemistryDendrimerSolid-phase synthesisPiperidineChemistryReagentPhase (matter)StereochemistryOrganic chemistryBiochemistryChemical Synthesis and AnalysisAntimicrobial Peptides and ActivitiesPeptidase Inhibition and Analysis