On-Resin Recycling of Acid-Labile Linker Enables the Reuse of Solid Support for Fmoc-Based Solid Phase Synthesis.

ABSTRACT: In this study, the first recyclable and reusable polystyrene solid support (resin with functional linker) for Fmoc-based solid phase synthesis (SPS) for the synthesis of sequence-defined oligoamides and peptides is presented. By introducing an acid-labile cyclic acetal linker, efficient oligomer cleavage under mildly acidic conditions comparable to conventional linkers is achieve while also enabling efficient on-resin regeneration of the linker. This regeneration ability allows the support to be reused for multiple synthesis cycles without compromising the flexibility, high reproducibility, and structural control inherent to solid-phase synthesis. As a proof of concept, the robustness of this approach is demonstrated by synthesizing different dimeric structures in an alternating manner on

SUBMITTER: Jack N 

PROVIDER: S-EPMC12344479 | biostudies-literature | 2025 Aug

REPOSITORIES: biostudies-literature