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Synthesis
DOI: 10.1055/a-2551-8275
DOI: 10.1055/a-2551-8275
paper
Expanding the Scope of Azole-Based γ-Amino Acids – Synthesis and Structural Diversity
The AtzC Project (ANR-21-CE07-0039) is funded by the ANR (French National Research Agency).
Abstract
The development of non-canonical amino acids is pivotal to peptide engineering, enabling the design of molecules with novel structural features, improved activities, and optimized metabolic profiles. Among these, heteroaromatic γ-amino acids have attracted significant attention for their ability to mimic native peptide folds while accessing novel conformational spaces. In this study, the chemical diversity of heteroaromatic γ-amino acids was expanded by introducing two new monomers, ATC* and AOC*, designed around a thiazole and an oxazole scaffold, respectively. These analogues, characterized by their tunable substitution patterns and precise stereochemical control significantly expand the well-established ATC family.
Key words
γ-amino acid - heterocycles - azole scaffold - peptide engineering - peptidomimetic - solid-phase synthesisSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2551-8275.
- Supporting Information
Publication History
Received: 10 January 2025
Accepted after revision: 05 March 2025
Accepted Manuscript online:
05 March 2025
Article published online:
31 March 2025
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