Protein and peptide letters · 2025
Deprotection Bases as an Alternative to the Traditional Bases Used in Solid-Phase Peptide Synthesis.
СтатьяНазвание и аннотация: Перевод в очереди
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de Arruda Brasil Maria Carolina Oliveira, Princival Cleverson Rogerio, Kuchenbecker Vinicius, Katekawa Edson, Magalhaes Wagner Vidal, Cilli Eduardo Maffud
Аннотация
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).
OBJECTIVE: Although SPPS is efficient, it requires hazardous solvents, such as N,N-dimethylformamide, 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 fluorenyl-methyloxycarbonyl protecting group used in SPPS.
METHODS: The traditional and alternative green SPPS using Fmoc protocol were employed.
RESULTS: The synthesis of two peptides showed that the 2-aminoethanol and 2-amino-2-methyl-1-propanol are viable replacements for piperidine-derived reagents in peptide synthesis.
DISCUSSION: The use of these reagents in SPPS afforded two peptides in high yield in an environmentally sustainable solvent.
CONCLUSION: The reagents are thus promising alternatives to piperidine derivatives, particularly 2-amino- 2-methyl-1-propanol, in SPPS.
OBJECTIVE: Although SPPS is efficient, it requires hazardous solvents, such as N,N-dimethylformamide, 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 fluorenyl-methyloxycarbonyl protecting group used in SPPS.
METHODS: The traditional and alternative green SPPS using Fmoc protocol were employed.
RESULTS: The synthesis of two peptides showed that the 2-aminoethanol and 2-amino-2-methyl-1-propanol are viable replacements for piperidine-derived reagents in peptide synthesis.
DISCUSSION: The use of these reagents in SPPS afforded two peptides in high yield in an environmentally sustainable solvent.
CONCLUSION: The reagents are thus promising alternatives to piperidine derivatives, particularly 2-amino- 2-methyl-1-propanol, in SPPS.