H. Parnes, E. Shelton
Mar 1, 1984
Citations
0
Influential Citations
7
Citations
Journal
Journal of Labelled Compounds and Radiopharmaceuticals
Abstract
High specific activity (43.7 Ci/mmol) D-3-(2-naphthyl)-[2,3,-3H] alanine (7) was obtained by reduction of methyl 2-N-acetylamino-3-(2-naphthyl) acrylate (5) with carrier free tritium in the presence of (Ph3P)3RhCl followed by enzymatic resolution and hydrolysis. Reductions of 5 and other substrates catalyzed by Pd/C afforded products of low to medium specific activity (0.1–17 Ci/mmol). A synthetic approach which maximizes the specific activity, guarantees specificity of label, and may be applied toward the preparation of any tritiated (or 14C) peptide is suggested. The synthesis of the decapeptide [D-3-(2-naphthyl)-[2,3-3H]alanine6]LHRH (12) at 45.7 Ci/mmol, using this methodology, is described.