Thyrocalcitonin IV. Die Totalsynthese des ?-Thyrocalcitonins

Autor:	B. Riniker, M. Brugger, Werner Rittel, B. Kamber, P. Sieber
Rok vydání:	1969
Předmět:	chemistry.chemical_classification Stereochemistry Organic Chemistry Disulfide bond Alpha (ethology) Total synthesis Biological activity Peptide Ring (chemistry) Biochemistry Catalysis Inorganic Chemistry chemistry Drug Discovery Bioassay Physical and Theoretical Chemistry Cysteine
Zdroj:	Helvetica Chimica Acta. 52:1058-1073
ISSN:	1522-2675 0018-019X
DOI:	10.1002/hlca.19690520420
Popis:	The total synthesis of the hypocalcaemic hormone α-thyrocalcitonin (I) isolated from porcine thyroid glands is reported in detail. By the fragment condensation approach, using coupling procedures known to avoid racemisation, the fully protected dotriacontapeptide sequence II was synthesised. In the build up of II the disulfide ring bridge connecting the cysteine residues 1 and 7 was preformed in the protected nonapeptide fragment 1–9. Simultaneous removal by acidolysis of the nine protecting groups present in II yielded synthetic α-thyrocalcitonin (I) in a state of high purity and possessing full biological activity; the disulfide bond remained intact during the de-protection step. On repeated biological assay the synthetic preparation I in the test system of KUMARet al. [2] was found to possess an activity of 130.8 U/mg peptide.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::5f116a4277f15092a1835c80a8adc8bd https://doi.org/10.1002/hlca.19690520420 Zobrazit plný text záznamu Plný text