Deprotection Reagents in Fmoc Solid Phase Peptide Synthesis: Moving Away from Piperidine?

ABSTRACT: The deprotection step is crucial in order to secure a good quality product in Fmoc solid phase peptide synthesis. 9-Fluorenylmethoxycarbonyl (Fmoc) removal is achieved by a two-step mechanism reaction favored by the use of cyclic secondary amines; however, the efficiency of the reaction could be affected by side reactions and by-product formation. Several aspects have to be taken into consideration when selecting a deprotection reagent: its physicochemical behavior, basicity (pKa) and polarity, concentration, and time of reaction, toxicity and disposability of residues and, finally, availability of reagents. This report presents a comparison of the performance of three strategies for deprotection using microwave-assisted Fmoc peptide synthesis. Four peptide sequences were synthesized using

SUBMITTER: Luna OF 

PROVIDER: S-EPMC6274427 | biostudies-literature | 2016 Nov

REPOSITORIES: biostudies-literature