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Synthese von Salm‐Calcitonin, einem hochaktiven hypocalcämischen Hormon. Vorläufige Mitteilung
Author(s) -
Guttmann St.,
Pless J.,
Huguenin R. L.,
Sandrin Ed.,
Bossert H.,
Zehnder K.
Publication year - 1969
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19690520702
Subject(s) - chemistry , amide , calcitonin , peptide , stereochemistry , biochemistry , endocrinology , medicine
Abstract A total synthesis of salmon calcitonin is described. The C‐terminal nonapeptide amide 24–32 was coupled with the heptapeptide 17–23. The resulting hexadecapeptide amide 17–32 was reacted with the heptapeptide 10–16 to give the tricosapeptide 10–32. This was condensed with the N‐terminal nonapeptide 1–9, yielding the protected dotriacontapeptide amide 1–32. After removal of the protective groups and purification by gel‐filtration the free peptide obtained exhibited the physical, chemical and biological properties of the natural hormone. Its hypocalcaemic activity (ca. 3500 MRC U/mg) is 20–30 times higher than that of porcine or human calcitonin.