Synthesis of the nonapeptide (B22−B30) of insulin B-chain using liquid and modified solid-phase methods

Abstract

Background and objectiveThis work embraced a systematic search for potentiated methodologies for peptide synthesis through a di-dimensional approach for convenient synthesis of the nonapeptide (B 22 -B 30 ) of porcine insulin B-chain. Liquid-phase peptide synthesis (LPPS) and liquid-solid-phase peptide synthesis (modified SPPS) were used for the synthesis of this active part.Materials and methodsA nonapeptide Arg-Gly-Phe-Phe-Tyr-Thr-Pro-Lys-Ala-OH corresponding to B 22 -B 30 of porcine insulin B-chain was synthesized using different methods: LPPS and modified SPPS. Time consumption, yield and purity of all products using the different methods were compared with each other.Results and conclusionThe results indicated that modified SPPS is advantageous, as it consumes less solvent per coupling and deprotection reaction, thereby reducing operating costs and solvent waste. Reducing side reactions result in racemization, cyclization or premature peptide formation. Modified SPPS produces peptides with yields and purity better than LPPS. Also, it can reduce the time of coupling and deprotection reactions.