Incorporation of metal-chelating unnatural amino acids into halotag for allylic deamination
Alina Stein, Alexandria Deliz Liang, Reyhan Sahin, Thomas R. Ward
Abstract
The potential of artificial metalloenzymes has led to an increase in interest for the design of novel metal-binding sites in proteins. Metal-chelating unnatural amino acids offer an auspicious solution to engineer active metal sites in a defined way. Herein, we describe the introduction of four metal-chelating unnatural amino acids into HaloTag, an attractive scaffold for the assembly of functional artificial metalloenzymes. HaloTag, engineered with 2-amino-3-(8-hydroxyquinolin-5-yl)propanoic acid (HQ-Ala-1) was used to assemble an artificial metalloenzyme for improved allylic deamination upon complementation with [(η5-C5H5)Ru(MeCN)3]+.
Topics & Concepts
ChemistryChelationDeaminationAmino acidCombinatorial chemistryMetalOxidative deaminationPropanoic acidAllylic rearrangementStereochemistryOrganic chemistryBiochemistryEnzymeCatalysisFerrocene Chemistry and ApplicationsCyclopropane Reaction MechanismsPeptidase Inhibition and Analysis