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Synthesis and Stability of Asparagine-Derived N,N´–Amidals and N,N´–Hemiamidals

Year: 2025

Type: preprint

Abstract: We report modular syntheses of asparagine-derived hemiamidals, amidals, and protected variants via their corresponding isocyanates. Stability studies of the hemiamidals provide key insights for the application of these emerging functional groups in conditional activation chemistry and as final products. These findings have direct relevance for the design of small molecule prodrugs and cleavable linkers.

Source: ChemRxiv

DOI: 10.26434/chemrxiv-2025-8fpxz

Authors: Filip Kalcic, Nicolas Malzer, Miklos Robkis, Jeffrey Bode

Institution: ETH Zurich

Language: English

Topic: Chemical Synthesis and Analysis

Subfield: Molecular Biology

Field: Biochemistry, Genetics and Molecular Biology

Domain: Life Sciences

Open Access status: green

OpenAlex ID: W4415147910

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