Notes on Synthesis of perdeutero-5-13C,5,5,5-trifluoroisoleucine VI

D.G. Naugler; R. S. Prosser

doi:10.1101/140681

Abstract

The ¹³CF₃ group is a promising label for heteronuclear (¹⁹F,¹³C) NMR studies of proteins. Desirable locations for this NMR spin label include the branched chain amino acid methyl groups. It is known that replacement of CH₃ by CF₃ at such locations preserves protein structure and function and enhances stability. ¹³CF₃ may be introduced at the a position of isoleucine and incorporated biosynthetically in highly deuterated proteins. This paper reports our work in synthesis and purification of 5,5,5-trifluoroisoleucine, its perdeutero and 5-¹³C versions and of 2-¹³C-trifluoroacetate and its utility as a precursor for introduction of the ¹³CF₃ group into proteins.

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