Enzymatic Modification of N-Terminal Proline Residues Using Phenol Derivatives

Maza, Johnathan C.; Bader, Daniel L. V.; Xiao, Lifeng; Marmelstein, Alan M.; Brauer, Daniel D.; ElSohly, Adel M.; Smith, Matthew J.; Krska, Shane W.; Parish, Craig A.; Francis, Matthew B.

doi:10.1021/jacs.8b10845

Enzymatic Modification of N-Terminal Proline Residues Using Phenol Derivatives

A convenient enzymatic strategy is reported for the modification of proline residues in the N-terminal positions of proteins. Using a tyrosinase enzyme isolated from Agaricus bisporus (abTYR), phenols and catechols are oxidized to highly reactive o-quinone intermediates that then couple to N-term…