Collect. Czech. Chem. Commun. 1984, 49, 1921-1926

Synthesis and properties of [2-[3,5-3H2]-tyrosine,4-glutamic acid]deamino-1-carba-oxytocin

Michal Lebla, Tomislav Bartha, Denis J. Crankshawb, Bohuslav Černýc, Edwin E. Danielb, A. K. Groverb and Karel Jošta

a Institute of Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6, ČSSR
b McMaster University, Hamilton, Ontario, L8N 3Z5 Canada
c Institute of Nuclear Biology and Radiochemistry, Czechoslovak Academy of Sciences, 142 20 Prague 4, ČSSR


The title compound (specific activity 11.1-32.7 Ci (0.41-1.22 TBq)/mmol) was prepared by iodination and subsequent catalytic replacement of iodine by tritium. The analogue which was unstable in the form of a lyophilizate was purified by reversed phase liquid chromatography. Using the N,N'-dicyclohexylcarbodiimide method, the pure analogue was converted into N-hydroxybenzotriazolyl ester, an irreversible oxytocin inhibitor. However, attempts to label specifically the uterotonic receptor, present in the enriched rat myometrium fraction, were hithero unsuccessful