Synthesis of L-selenocystine, L-[77Se]selenocystine and L-tellurocystine

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Emily M. Stocking, Jessie N. Schwarz, Hans Senn, Michael Salzmann and Louis A. Silks


Synthetic routes for the synthesis of stable isotope labelled amino acids which contain either a selenium or a tellurium atom have been explored. L-Selenocystine, L-[77Se]selenocystine and L-tellurocystine have been constructed in four steps from commercially available methyl (2S)-2-[(tert-butoxycarbonyl)amino]-3- hydroxypropionate. The sequence of reactions has been successfully scaled up giving significant quantities of the chalcogen based amino acids in fair to good overall yield.

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