Conformationally restricted bicyclic analogs of somatostatin.
AUTOR(ES)
Veber, D F
RESUMO
A model for a biologically active conformation of somatostatin is proposed. This model is based primarily on the biological results obtained with novel bicyclic somatostatin analogs having a covalent bridge replacing the side chains of residues 5 and 10, 6 and 11, and 5 and 12, respectively, rather than on physical measurements on the hormone in solution. The high activity of an analog in which Phe6 and Phe11 are replaced by cystine provides evidence that these phenylalanines stabilize the biologically active conformer through "hydrophobic bonding" but do not directly interact with the receptor. The synthesis of the novel bicyclic analogs of somatostatin and the effects of these on the inhibition of secretion of insulin, glucagon, growth hormone, and gastric acid are described.
ACESSO AO ARTIGO
http://www.pubmedcentral.nih.gov/articlerender.fcgi?artid=392617Documentos Relacionados
- Conformationally restricted analogs of somatostatin with high mu-opiate receptor specificity.
- Synthesis and biological activity of highly potent octapeptide analogs of somatostatin.
- Somatostatin.
- Permeability of the murine blood-brain barrier to some octapeptide analogs of somatostatin.
- Receptors for prolactin, somatostatin, and luteinizing hormone-releasing hormone in experimental prostate cancer after treatment with analogs of luteinizing hormone-releasing hormone and somatostatin.