AI Article Synopsis
- * Researchers developed a new method for modifying cysteine-containing peptides/proteins using aryl thioethers, which allows for selective bioconjugation reactions that are efficient and safe to use.
- * Different aryl groups with various tags can be added, and by slightly altering the structure, the modified peptides can be adjusted to regenerate their original forms.
Article Abstract
Cysteine represents an attractive target for peptide/protein modification due to the intrinsic high nucleophilicity of the thiol group and low natural abundance. Herein, a cleavable and tunable covalent modification approach for cysteine containing peptides/proteins with our newly designed aryl thioethers a S Ar approach was developed. Highly efficient and selective bioconjugation reactions can be carried out under mild and biocompatible conditions. A series of aryl groups bearing different bioconjugation handles, affinity or fluorescent tags are well tolerated. By adjusting the skeleton and steric hindrance of aryl thioethers slightly, the modified products showed a tunable profile for the regeneration of the native peptides.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC8179606 | PMC |
| http://dx.doi.org/10.1039/d0sc06576e | DOI Listing |
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Article Synopsis
- An electrochemical method was created to attach alkyl groups to aryl halides using dialkyl disulfides, magnesium as an anode, and graphite felt as a cathode.
- The process resulted in moderate to good yields of aryl sulfides and also supported the creation of aryl selenides.
- This approach offers simple conditions and works well with various functional groups, showing promise for use in organic and drug synthesis.
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