Optimization of peptide synthesis time and sustainability using novel eco-friendly binary solvent systems with induction heating on an automated peptide synthesizer.

Autor: Pacini L; Interdepartmental Research Unit of Peptide and Protein Chemistry and Biology - Peptlab, MoD&LS Laboratory, University of Florence, Sesto Fiorentino, Italy.; Department of Chemistry 'Ugo Schiff', University of Florence, Sesto Fiorentino, Italy., Muthyala M; Gyros Protein Technologies Inc., Tucson, Arizona, USA., Aguiar L; Gyros Protein Technologies Inc., Tucson, Arizona, USA., Zitterbart R; Gyros Protein Technologies Inc., Tucson, Arizona, USA., Rovero P; Department of Chemistry 'Ugo Schiff', University of Florence, Sesto Fiorentino, Italy.; Department of Neurosciences, Psychology, Drug Research and Child Health, Section of Pharmaceutical Sciences and Nutraceutics, University of Florence, Sesto Fiorentino, Italy., Papini AM; Interdepartmental Research Unit of Peptide and Protein Chemistry and Biology - Peptlab, MoD&LS Laboratory, University of Florence, Sesto Fiorentino, Italy.; Department of Chemistry 'Ugo Schiff', University of Florence, Sesto Fiorentino, Italy.
Jazyk: angličtina
Zdroj: Journal of peptide science : an official publication of the European Peptide Society [J Pept Sci] 2024 Sep; Vol. 30 (9), pp. e3605. Date of Electronic Publication: 2024 Apr 25.
DOI: 10.1002/psc.3605
Abstrakt: On December 12th, 2023, the European Commission took regulatory action to amend Annex XVII of REACH, imposing restrictions on the use of N,N-dimethylformamide (DMF) within the EU market owing to its high toxicity. Historically, DMF has been widely considered the gold standard for solid-phase peptide synthesis (SPPS). Being urgent to propose alternative solvents, we tested the suitability of non-hazardous neat and mixed solvents. Notably, binary solvent mixtures containing dimethyl sulfoxide as one of the solvent partners demonstrated high efficacy in solubilizing reagents while maintaining the desired swelling characteristics of common resins. A series of binary solvent mixtures were tested in automated SPPS, both at room temperature and high temperature, employing the PurePep® Chorus synthesizer, which enabled controlled induction heating between 25 and 90°C with oscillation mixing. The performances were assessed in challenging peptide sequences, i.e., ACP (65-74), and in longer and aggregating sequences like SARS-CoV-2 RBM (436-507) and β-amyloid (1-42). Furthermore, as part of the proposed sustainable approach to minimize the utilization of hazardous solvents, we coupled the novel PurePep EasyClean catch-and-release purification technology. This work, addressing regulatory compliance, emphasizes the crucial role of green chemistry in advancing safer and more environmentally friendly practices in SPPS.
(© 2024 European Peptide Society and John Wiley & Sons Ltd.)
Databáze: MEDLINE
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