Visible-Light-Mediated Functionalization of Cysteine Derivatives and Cysteine-Containing Peptides

Key words

cysteines - amino acid functionalization - peptide functionalization - diazoalkanes - S–H bond insertion - photochemical reaction

Significance

Functionalization of amino acids and peptides is a powerful synthetic tool in the field of peptide drug discovery. The authors have developed a visible-light-mediated S–H bond alkylation of cysteine derivatives and cysteine-containing peptides.

Comment

The visible-light-mediated S–H bond insertion reaction of cysteine derivatives or cysteine-containing dipeptides with diazoalkanes proceeded smoothly to afford a series of alkylated cysteine derivatives and cysteine-containing peptides in satisfactory yields. Moreover, this method was also extended to a continuous-flow technique.

Publication History

Article published online:
17 November 2020