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Updated: Apr 11, 2026

Facile Protocol for the Synthesis of Self-assembling Polyamine-based Peptide Amphiphiles PPAs and Related Biomaterials
Published on: June 25, 2018
Rapid and scalable synthesis of innovative unnatural α,β or γ-amino acids functionalized with tertiary amines on
Séverine Schneider1, Hussein Ftouni, Songlin Niu
1Laboratoire d'Innovation Thérapeutique, UMR7200, CNRS, Université de Strasbourg, faculté de pharmacie, 74, route du Rhin, 67401 Illkirch, France. fbihel@unistra.fr.
Abstract:
We report a selective ruthenium catalyzed reduction of tertiary amides on the side chain of Fmoc-Gln-OtBu derivatives, leading to innovative unnatural α,β or γ-amino acids functionalized with tertiary amines. Rapid and scalable, this process allowed us to build a library of basic unnatural amino acids at the gram-scale and directly usable for liquid- or solid-phase peptide synthesis. The diversity of available tertiary amines allows us to modulate the physicochemical properties of the resulting amino acids, such as basicity or hydrophobicity.
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