Synthese von N-geschütztem Eledoisin (6–11)-Hexapeptid unter Verwendung von Proteasen als Biokatalysatoren |
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Authors: | Peter Kuhl Günter Döring Klaus Neubert Hans-Dieter Jakubke |
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Affiliation: | (1) Sektion Biowissenschaften, Bereich Biochemie, Karl-Marx-Universität, DDR-7010 Leipzig, Deutsche Demokratische Republik;(2) Sektion Biowissenschaften, Martin-Luther-Universität, DDR-4020 Halle (Saale), Deutsche Demokratische Republik |
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Abstract: | Papain and -chymotrypsin were used for the protease-catalyzed assembly ofBoc-protected eledoisin (6–11)-hexapeptide by (2+4)- and (3+3)-segment condensation, respectively, in aqueous-organic solvent systems. As C-components, chemically synthesizedBoc-protected peptide methyl esters were employed. The nucleophilic tetrapeptide amide was prepared by papain-catalyzed (2+2)-segment coupling, while theZ-protected C-terminal dipeptide amide could be obtained by -chymotrypsin- and thermolysin-catalyzed peptide bond formation. In addition, the influence of various reaction conditions, such as solvent composition, nucleophile concentration and reaction time, on the yield of theBoc-protected eledoisin (6–11)-hexapeptide was determined.Abkürzungen: Es wurden die IUPAC/IUB-Regeln für Aminosäure- und Peptidderivate befolgt; vgl. Eur. J. Biochem.53, 1 (1975). Die verwendeten Aminosäuren hatten mit Ausnahme von GlycinL-Konfiguration.Boc=tetr-Butyloxycarbonyl-,Z=Benzyloxycarbonyl-,Ac=Acetyl-, –OMe=Methylester. |
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Keywords: | Enzymic synthesis in biphasic systems Peptide synthesis /content/p330422286763475/xxlarge945.gif" alt=" agr" align=" BASELINE" BORDER=" 0" >-Chymotrypsin Papain Thermolysin Protected Eledoisin (6– 11)-hexapeptide |
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