V. Shevchenko, I. Nagaev, L. Andreeva
Jun 4, 2010
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Journal
Radiochemistry
Abstract
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.