Synthesis of Pro-Pro-Ile, a corticoliberin fragment, labeled with tritium in proline unit

Article abstract of DOI:10.1134/S1066362210030185

Boc-δ³Pro-Pro-Ile-OBzl and Boc-Pro-δ³Pro- Ile-OBzl were synthesized. Tritium-labeled Pro-Pro-Ile was prepared by their hydrogenation in a tritium atmosphere in the presence of a catalyst. In the reduction of Boc-δ³Pro-Pro-Ile-OBzl and Boc-Pro- δ³Pro-Ile-OBzl, elimination of the Bzl protective group occurs faster than hydrogenation of the 3,4-dehydroproline residue (benzene and dioxane were used as solvents). The resulting Boc-δ³Pro-Pro-Ile-OH and Boc-Pro-δ³Pro-Ile-OH are poorly soluble in aprotic solvents, which accounts for the low yield of the desired tritium-labeled peptides. Pleiades Publishing, Inc., 2010.