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BY-NC-ND 3.0 license Open Access Published by De Gruyter June 2, 2014

Synthese einer Partialsequenz aus dem aktiven Zentrum der Streptokokken-Proteinase (EC 3.4.22.10), IX / Synthesis of a Fragment of the Active Center of the Streptococcal Proteinase (EC 3.4.22.10), IX

  • Andreas Raschig and Friedhelm Schneider

Abstract

The synthesis of the protected pentapeptide tert-butyloxycarbonyl-Gln-Ile-Met-Lys (X) -Gly-p-nitrobenzylester (X = benzyloxycarbonyl, 3-chlor-benzyloxycarbonyl) which is part of the carboxylend of a partial sequence of the active center of the streptococcal proteinase is described. Side reactions are observed if the tert-butyloxycarbonyl-protective group is cleaved by trifluoroacetic acid, not with HCl/dioxane. Obviously the presence of methionine is responsible for the formation of by products. Formation of methioninesulfoxide or tert-butylsulfoniummethionine could not be proved. tert-butyloxycarbonyl-Gln-1-hydroxybenzotriazolylester was obtained in a crystalline state from the reaction of ferf-butyloxycarbonyl-Gln, dicyclohexylcarbodiimid and 1-hydroxybenzotriazol.

Received: 1976-3-24
Published Online: 2014-6-2
Published in Print: 1976-8-1

© 1946 – 2014: Verlag der Zeitschrift für Naturforschung

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

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