Optimized Monomer-Based Synthesis of Poly-N-amino Peptides.

Authors

Avraz F Anwar, Juan R Del Valle

Published in

The Journal of organic chemistry. Apr 20, 2025. Epub Apr 20, 2025.

Abstract

We report an optimized protocol for the solid-phase synthesis of backbone-N-aminated peptides. Electrophilic N-amination of amino acid zwitterions provides crude α-hydrazino acids that can be used directly in SPPS. In situ formation of Fmoc-protected amino acid chlorides with Ghosez's reagent enables base-free couplings to α-hydrazino acids on an automated system. TFA-free cleavage and global deprotection affords poly-N-amino peptides in high crude purity and in a fraction of the time required by previously reported methods.

PMID:
40253610
Bibliographic data and abstract were imported from PubMed on 21 Apr 2025.

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