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.
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Makarenko, E.Yu., Andreeva, L.A., Borovik, A.S., and Mart’yanov, A.A., Ross. Fiziol. Zh. im. I.M. Sechenova, 2003, vol. 89, no. 8, pp. 943–950.
Shevchenko, V.P., Nagaev, I.Yu., and Myasoedov, N.F., Mechennye tritiem lipofil’nye soedineniya (Tritium-Labeled Lipophilic Compounds), Moscow: Nauka, 2003.
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Original Russian Text © V.P. Shevchenko, I.Yu. Nagaev, L.A. Andreeva, N.F. Myasoedov, 2010, published in Radiokhimiya, 2010, Vol. 52, No. 3, pp. 277–280.
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Shevchenko, V.P., Nagaev, I.Y., Andreeva, L.A. et al. Synthesis of Pro-Pro-Ile, a corticoliberin fragment, labeled with tritium in proline unit. Radiochemistry 52, 325–329 (2010). https://doi.org/10.1134/S1066362210030185
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DOI: https://doi.org/10.1134/S1066362210030185