Deprotection Bases as an Alternative to the Traditional Bases Used in Solid-Phase Peptide Synthesis.

Abstract

<p> Background: The use of peptides in the pharmaceutical and cosmetic industries is attracting increasing attention. Most of the peptides currently marketed are obtained by chemical processes, most frequently solid-phase peptide synthesis (SPPS). </p><p> Objective: Although SPPS is efficient, it requires hazardous solvents, such as N,Ndimethylformamide, dichloromethane, and N-methylpyrrolidone, as well as the bases piperidine and 4-methylpiperidine in the deprotection step. This study presents two alternative reagents, 2- aminoethanol and 2-amino-2-methyl-1-propanol, for the removal of the fluorenylmethyloxycarbonyl protecting group used in SPPS. </p><p> Methods: The traditional and alternative green SPPS using Fmoc protocol were employed. </p><p> Results: The use of these reagents in SPPS afforded two peptides in high yield in an environmentally sustainable solvent. </p><p> Conclusion: The reagents are thus promising alternatives to piperidine derivatives, particularly 2- amino-2-methyl-1-propanol, in SPPS.