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  • A Bottom-Up Approach To Pre...
    Camacho, Luis A; Lampkin, Bryan J; VanVeller, Brett

    Organic letters, 09/2019, Letnik: 21, Številka: 17
    Journal Article

    Thioamides are useful biophysical probes for the study of peptide structure and folding. The α-C stereochemistry of thioamide amino acids, however, is easily epimerized during solid-phase peptide synthesis (SPPS), which limits the sequence space that is available to thioamide incorporation. This work demonstrates that the α-C stereochemistry of thioamides can be reversibly protected in a manner that is compatible with the standard methodology of SPPS to enable the facile implementation of thioamide probes.