The Synthesis and Pharmacological Properties of Deamino-4-decarboxamido-oxytocin (1-β-Mercaptopropionic Acid-4-α-Aminobutyric Acid-Oxytocin)

The Synthesis and Pharmacological Study of 4-decarboxamido-oxytocin (4-alpha-aminobutyric Acid-oxytocin) and 5-decarboxamido-oxytocin (5-alanine-oxytocin).

Oxytocin, the main oxytocic-milk-ejecting-avian depressor principle of the posterior pituitary gland, the structure of which is shown in Fig. 1, possesses a number of chemical functional groups : a primary amino group in position 1, a phenolic hydroxyl group in position 2, three carboxamide groups in positions 4, 5, and 9, and a disulfide linkage in t.he 20.membered cyclic m0iet.y. The signific...

Synthesis and Some Biological Properties and ll-Deamino=4=valine=oxytocin* of 4-Valine-oxytocin

4-Valine-oxytocin and 1-deamino-4-valine-oxytocin, analogues of the posterior pituitary hormone containing a valine residue in place of the glutamine residue in position 4, have been synthesized by the p-nitrophenyl ester method of peptide synthesis and tested for pharmacological activity. The 4-valine-oxytocin possesses 140 units per mg of oxytocic activity and 240 units per mg of avian vasode...

The synthesis and some of the pharmacological properties of [4-L-isoleucine]-oxytocin and [4-L-leucine]-oxytocin.

The synthesis and pharmacological properties of 4-decarboxamido-8-lysine-vasopressin, 5-decarboxamido-8-lysine-vasopressin, and their 1-deamino analogues.

Analogues of Wysine-vasopressin in which the carboxamide groups on the glutamine and asparagine residues at positions 4 and 5 are replaced individually by hydrogen have been synthesized by the p-nitrophenyl ester method of peptide synthesis and tested for some of the pharmacological activities characteristic of this pressor-antidiuretic hormone of the posterior pituitary gland. The 4-decarboxam...

The effect of decreasing the size of the ring present in deamino-oxytocin by one methylene group on its biological properties. The synthesis of 1-mercaptoacetic acid-oxytocin.

I-Mercaptoacetic acid-oxytocin, an analogue of deaminooxytocin in which the size of the disuhide ring is decreased from 20 to 19 members, has been synthesized and isolated in highly purified form by means of countercurrent distribution. The analogue possessed 4 units per mg of avian vasodepressor activity, 25 units per mg of oxytocic activity, 50 units per mg of milk-ejecting activity, 0.1 unit...