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Synthese des «Thyrotropin‐releasing» Hormons (TRH) (Schaf) und verwandter Peptide
Author(s) -
Gillessen D.,
Lergier W.,
Studer R. O.,
Felix A. M.
Publication year - 1970
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.19700530107
Subject(s) - chemistry , tripeptide , thyrotropin releasing hormone , proline , histidine , amide , hormone , stereochemistry , oligopeptide , amino acid , peptide , biochemistry
The syntheses of seven tripeptide isomers containing L ‐histidine, L ‐proline and L ‐glutamic acid residues, the same as found in the natural thyrotropin‐releasing hormone (TRH), are reported. In addition L ‐pyroglutamyl‐ L ‐histidyl‐ L ‐proline and its amide as well as N α ‐acetyl‐ L ‐glutamyl‐ L ‐histidyl‐ L ‐proline are described. Whereas eight peptides are inactive and L ‐pyroglutamyl‐ L ‐histidyl‐ L ‐proline shows a slight TRH activity, L ‐pyroglutamyl‐ L ‐histidyl‐ L ‐proline‐amide has the full biological activity of the isolated thyrotropin‐releasing hormone and, at the present state of knowledge, seems to be identical with it.