Analysis of Amino Acid Phenylthiohydantoins by Gas Chromatography

Simple indole alkaloids and those with a nonrearranged monoterpenoid unit

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The formation and stabilization of protein structure.

Verbesserte Synthese von tert.-Butyloxycarbonyl-aminosäuren durch pH-Stat-Reaktion

Relations between chemical structure and biological activity in peptides

Trityl-glycyl-ϵ-CBO-L-lysine is condensed with L-prolyl-L-valine methyl ester and, after amidification and splitting of the trityl group, glycyl-ϵ-CBO-L-lysyl-L-prolyl-L-valylamide is obtained This is condensed with ditrityl-L-histidyl-L-phenylalanyl-L-arginyl-L-tryptophane prepared by condensation of ditrityl-L-histidyl-L-phenylalanine with L-arginyl-L-tryptophane methyl ester and saponification Dicyclohexyl-carbodiimide is used as a condensing agent After splitting off the trityl groups, the final octapeptide, L-histidyl-L-phenylalanyl-L-arginyl-L-tryptophanyl-glycyl-ϵ-CBO-L-lysyl-L-prolyl-L-valylamide is shown to be optically pure by leucine-aminopeptidase digestion

Synthèse de la L‐histidyl‐L‐phénylalanyl‐L‐arginyl‐L‐tryptophanyl‐glycyl‐ϵ‐CBO‐L‐lysyl‐L‐prolyl‐L‐valylamide

The preparation of new dipeptides and tripeptides, which are useful intermediates in the synthesis of Eledoisin analogues, is described.

Synthèse d'analogues structuraux de l'élédoïsine. 1re partie: Préparation des produits intermédiaires

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.

Synthese von Salm‐Calcitonin, einem hochaktiven hypocalcämischen Hormon. Vorläufige Mitteilung

A total synthesis of hog thyrocalcitonin is described. A protected C-terminal tridecapeptide amid (20–32) was coupled with a protected central decapeptide (10–19), and the resulting protected tricosapeptide amide (10–32) was reacted with the N-terminal protected nonapeptide (1–9). After elimination of the protective groups, a free dotriacontapeptide amide was obtained whose physical, chemical and biological behaviour was indistinguishable from that of the natural hormone.

Ed. Sandrin

Papers

Synthèse de la L‐histidyl‐L‐phénylalanyl‐L‐arginyl‐L‐tryptophanyl‐glycyl‐ϵ‐CBO‐L‐lysyl‐L‐prolyl‐L‐valylamide

Synthèse d'analogues structuraux de l'élédoïsine. 1re partie: Préparation des produits intermédiaires

Synthese von Salm‐Calcitonin, einem hochaktiven hypocalcämischen Hormon. Vorläufige Mitteilung

Synthese des Thyreocalcitonins

Synthèse (Testers adénosine‐5 ‐phosphoriques d'amino‐alcools, comme inhibiteurs potentiels de l'activation des acides aminés