?-Sulfonamido gonadotropin-releasing hormone analogs: synthesis and evaluation of several parent hormone properties
| Autor: | Nurit Ben-Aroya, Susanna Di-Segni, Shai Rahimipour, Yitzhak Koch, Cesare Giordano, Mati Fridkin |
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| Rok vydání: | 2004 |
| Předmět: |
endocrine system
Pituitary gland Proteolysis beta-sulfonamido surrogates Peptide Gonadotropin-releasing hormone Biology Biochemistry Gonadotropin-Releasing Hormone Drug Stability Structural Biology Drug Discovery medicine Animals Rats Wistar Receptor Molecular Biology Cells Cultured Pharmacology chemistry.chemical_classification Sulfonamides medicine.diagnostic_test Organic Chemistry General Medicine Luteinizing Hormone GnRH analogs Rats Enzyme medicine.anatomical_structure chemistry Pituitary Gland Molecular Medicine Female Luteinizing hormone hormones hormone substitutes and hormone antagonists Hormone |
| Zdroj: | Journal of peptide science 11 (2005): 45–52. doi:10.1002/psc.596 info:cnr-pdr/source/autori:Di-Segni S.; Giordano C.; Rahimipour S.; Ben-Aroya N.; Koch Y.; Fridkin M./titolo:Beta-sulfonamido gonadotropin-releasing hormone analogs: synthesis and evaluation of several parent hormone properties./doi:10.1002%2Fpsc.596/rivista:Journal of peptide science (Print)/anno:2005/pagina_da:45/pagina_a:52/intervallo_pagine:45–52/volume:11 |
| ISSN: | 1099-1387 1075-2617 |
| DOI: | 10.1002/psc.596 |
| Popis: | With the aim of producing long-acting analogs of gonadotropin releasing hormone (GnRH), four analogs, containing -X(6) (aa)psi(CH(2)SO(2)NH)-Leu(7) building unit (X(aa)=Gly, Ala, Val or Phe), and a reduced-size analog [Des-Tyr(5)]-GnRH which includes the unit Phe(5)psi(CH(2)SO(2)NH)-Leu(6), and [beta-Ala(6)]-GnRH were synthesized. The peptides were evaluated for their capacity to induce LH-release from rat pituitary cells and to withstand proteolysis by pituitary-derived enzymes, compared with the parent peptide GnRH. Albeit stable toward enzymatic degradation, the sulfonamido containing peptides were only marginally bioactive. [beta-Ala(6)]-GnRH, however, induced LH-release and bound to pituitary receptors nearly as efficiently as GnRH. This analog was also highly stable toward proteolysis suggesting that it may serve as a long-acting GnRH-analog. |
| Databáze: | OpenAIRE |
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