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Synthèse du glycyl-Nϵ-CBO-L-lysyl-L-prolyl-L-valyl-glycyl-Nϵ-CBO-L-lysyl-Nϵ-CBO-L-lysyl-L-arginyl-L-arginyl-L-prolyl-L-valinate de méthyle, un peptide représentant la séquence 10 à 20 de l'ACTH

✍ Scribed by R. A. Boissonnas; St. Guttmann; P.-A. Jaquenoud; Ed. Sandrin; J.-P. Waller


Publisher
John Wiley and Sons
Year
1961
Tongue
German
Weight
571 KB
Volume
44
Category
Article
ISSN
0018-019X

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✦ Synopsis


N‐CBO‐L‐arginyl‐L‐arginine is condensed with L‐prolyl‐L‐valine methyl ester and, after splitting of the CBO group, L‐arginyl‐L‐arginyl‐L‐prolyl‐L‐valine methyl ester is obtained. This is condensed with N‐trityl‐glycyl‐N^ϵ^‐CBO‐L‐lysyl‐N^ϵ^‐CBO‐L‐lysine and, after selective splitting of the trityl group, glycyl‐N^ϵ^‐CBO‐L‐lysyl‐N^ϵ^‐CBOL‐ lysyl‐L‐arginyl‐L‐arginyl‐L‐prolyl‐L‐valine methyl ester is obtained. Condensation of this heptapeptide with N‐trityl‐glycyl‐N^ϵ^‐CBO‐L‐lysyl‐L‐prolyl‐L‐valine yields an endecapeptide, which, after selective splitting of the trityl group, is converted into the trihydrochloride of glycyl‐N^ϵ^‐CBO‐L‐lysyl‐L‐prolyl‐L‐valyl‐glycyl‐N^ϵ^‐CBO‐L‐ lysyl‐N^ϵ^‐CBO‐L‐lysyl‐L‐arginyl‐L‐arginyl‐L‐prolyl‐L‐valine methyl ester. The identity, the chemical purity and the optical homogeneity of this endecapeptide is evidenced by elementary and amino acid analyses, by chromatography and electrophoresis on paper, and by enzymatic degradation.