8‐DL‐Homolysine‐vasopressin and its 1‐deamino derivative were synthesized by the solid phase method. The desired D‐homolysine analogues were obtained by digestion of the mixtures with trypsin and isolation of the peptide components by ion‐exchange chromatography. In agreement with earlier observations on vasopressins containing α, ω‐diamino acids of D configuration the new analogues show very low pressor activities. However, the antidiuretic effects are surprisingly high, thus reversing the known activity trend and making the D‐homolysine analogues highly selective antidiuretic agents.
8‐L‐Homoarginine‐vasotocin and its I‐deamino derivative were synthesized by the solid phase method. Both compounds possessed high activities in the uterus contraction and fowl depressor assays and showed higher pressor activities than the corresponding vasopressins. Homoarginine‐vasotocin, unexpectedly, was a more potent antidiuretic agent than its deamino analogue.
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