Enzymatic syntheses of 3'-halotyramines, selectively 2H- and 3H-labeled in the side chain

Highlights: • Halogenated tyramines stereo-selectively labeled with deuterium and tritium. • Enzymatic methods of labeling. • Reactions catalyzed by tyrosine decarboxylase. - Abstract: 3'-Halotyramines, stereo-selectively labeled with deuterium and tritium, in the (1R) or (1S) position were synthesized using enzymatic methods. The isotopomers labeled in the (1R) position were synthesized by enzymatic decarboxylation of an appropriate 3'-halo-L-tyrosine in deuterated or tritiated incubation medium. The isotopomers labeled in the (1S) position were synthesized by decarboxylation of an appropriate 3'-halo-L-tyrosine, labeled with deuterium or tritium in the α-position of the side chain.