Synthesis and some pharmacological properties of [4-threonine, 7-glycine]oxytocin, [1-(L-2-hydroxy-3-mercaptopropanoic acid), 4-threonine, 7-glycine]oxytocin (hydroxy[Thr4, Gly7]oxytocin), and [7-Glycine]oxytocin, peptides with high oxytocic-antidiuretic selectivity.

@article{Lowbridge1977SynthesisAS,
  title={Synthesis and some pharmacological properties of [4-threonine, 7-glycine]oxytocin, [1-(L-2-hydroxy-3-mercaptopropanoic acid), 4-threonine, 7-glycine]oxytocin (hydroxy[Thr4, Gly7]oxytocin), and [7-Glycine]oxytocin, peptides with high oxytocic-antidiuretic selectivity.},
  author={J. Lowbridge and M. Manning and J. Haldar and W. H. Sawyer},
  journal={Journal of medicinal chemistry},
  year={1977},
  volume={20 1},
  pages={
          120-3
        }
}
  • J. Lowbridge, M. Manning, +1 author W. H. Sawyer
  • Published 1977
  • Chemistry, Medicine
  • Journal of medicinal chemistry
  • [4-Threonine, 7-glycine]oxytocin and [1-(L-2-hydroxy-3-mercaptopropanoic acid), 4-threonine, 7-glycine]oxytocin (hydroxy[Thr4, Gly7]oxytocin) were synthesized by a combination of solid-phase and classical methods of peptide synthesis. A protected octapeptide was synthesized by the solid-phase method and following ammonolysis and purification 1 + 8 couplings in solution were employed to furnish the required key nonapeptide and acyl octapeptide intermediates, respectively. [7-Glycine]oxytocin was… CONTINUE READING
    84 Citations

    Topics from this paper

    Effects of the substitution of photoreactive groups in positions 4 and 8 of vasopressin.
    In position 7 l- and d-Tic-substituted oxytocin and deamino oxytocin: NMR study and conformational insights
    • 1
    Fluorescent, photoaffinity, and biotinyl analogs of oxytocin
    • 6
    Labelling of vasopressin and oxytocin receptors from the human uterus.
    • 29
    New, potent, and selective peptidic oxytocin receptor agonists.
    • 13