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Journal of the Mexican Chemical Society

Print version ISSN 1870-249X

Abstract

VERGEL GALEANO, Cristian Francisco; RIVERA MONROY, Zuly Jenny; ROSAS PEREZ, Jaiver Eduardo  and  GARCIA CASTANEDA, Javier Eduardo. Efficient Synthesis of Peptides with 4-Methylpiperidine as Fmoc Removal Reagent by Solid Phase Synthesis. J. Mex. Chem. Soc [online]. 2014, vol.58, n.4, pp.386-392. ISSN 1870-249X.

Solid phase peptide synthesis using the Fmoc/t-Bu strategy (SPPS-Fmoc/tBu) is the most widely used methodology for obtaining synthetic peptides. In this paper, we evaluate the viability of using 4-methylpiperidine as a reagent for deprotection of the amino acid alpha amino group in SPPS-Fmoc/tBu. For this purpose, the peptide (RRWQWRMKKLG) was simultaneously synthesized using 4-methylpiperidine or piperidine for Fmoc removal reagent. The obtained products had similar purities and yields. Finally, 21 peptides were synthesized using 4-methylpiperidine. Our results suggest that is possible to obtain synthetic peptides efficiently by the strategy SPPS-Fmoc/tBu when 4-methylpiperidine was used as reagent to remove Fmoc groups N-alpha protected amino acids.

Keywords : Synthetic Peptide; piperidine; 4-methylpiperidine; Fmoc removal reaction; Solid Phase Peptide Synthesis.

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