5‑Amino-5-deoxyshikimic Acid as a Versatile γ‑Amino Acid for Peptidomimetic Synthesis
Abstract
An efficient and scalable four-step synthesis of the 5-amino-5-deoxyshikimic acid derivative is described. This cyclic, unsaturated γ-amino acid was employed in both solution- and solid-phase peptide syntheses to afford products of high purity and yield. Furthermore, functionalization of the secondary hydroxyl groups was demonstrated, enabling systematic structural diversification and optimization of aminocarbasugar derivatives for potential applications in foldamer design, catalysis, and drug discovery.
Fields of Study & Subjects
Chemical Synthesis and Analysis
Carbohydrate Chemistry and Synthesis
Organic Chemistry Synthesis Methods
Publication details
- Journal / source
- ACS Omega
- Volume
- 11
- Issue
- 9
- Pages
- 15559–15565
- Publication date
- 1 March 2026
- Language
- EN