Genetic Incorporation of a Thioxanthone‐Containing Amino Acid for the Design of Artificial Photoenzymes
Kai‐Yue Chen, Hui Ming, Hexiang Wang, Hua-Qi Wang, Zheng Xiang
Abstract
Genetically encodable photosensitizers allow the design of artificial photoenzymes to expand the scope of abiological reactions. Herein, we report the genetic incorporation of a thioxanthone-containing amino acid into a protein scaffold via an engineered pyrrolysyl-tRNA/pyrrolysyl-tRNA synthetase pair. The designer enzyme was engineered to catalyze a dearomative [2+2] cycloaddition reaction in high yields (up to>99 % yield) with excellent enantioselectivity (up to 98 : 2 e.r.). This work provides a robust and facile method for photoenzyme design and lays the foundation for the development of further photoenzymatic reactions.
Topics & Concepts
ThioxanthoneProtein engineeringRational designYield (engineering)Combinatorial chemistryChemistryAmino acidTransfer RNAEnzymeBiochemistryOrganic chemistryMaterials scienceNanotechnologyRNAGenePolymerMonomerPhotopolymerMetallurgyMicrobial Natural Products and BiosynthesisRadical Photochemical ReactionsClick Chemistry and Applications