Protease-catalyzed synthesis of Leu-enkephalin in a solvent-free system.

J U Klein, V Cerovský
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Abstract

The total enzymatic synthesis of a model peptide Leu-enkephalin on a preparative scale was accomplished in the so-called solvent-free system. The syntheses were carried out in a rotary glass homogenizer by admixing solid reactants with native proteases and Na2CO3.10H2O. The most feasible way leading to biologically active Leu-enkephalin, was based on the strategy of 2 + (1 + 2) condensation catalyzed by alpha-chymotrypsin, thermolysin and papain for the final segment coupling. Subtilisin was used for the ester hydrolysis of peptide intermediates. Alternative strategies as well as the influence of several reaction conditions on the yield of the protease-catalyzed synthesis of Leu-enkephalin or Leu-enkephalin amide were also investigated.

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蛋白酶在无溶剂体系中催化合成亮氨酸脑啡肽。
在所谓的无溶剂体系中,在制备规模上完成了模型肽亮氨酸脑啡肽的全酶合成。通过将固体反应物与天然蛋白酶和Na2CO3.10H2O混合,在旋转玻璃均质机中进行合成。α -凝乳胰蛋白酶、热溶酶和木瓜蛋白酶催化2 +(1 + 2)缩合,最终段偶联,是制备具有生物活性的亮氨酸脑啡肽最可行的途径。枯草杆菌素用于多肽中间体的酯水解。研究了不同的反应策略以及不同的反应条件对蛋白酶催化合成亮氨酸脑啡肽或亮氨酸脑啡肽酰胺产率的影响。
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Noninvasive continuous monitoring of solid-phase peptide synthesis by acid-base indicator. Effect of aromatic amino acid substitutions in the 3-position of cyclic beta-casomorphin analogues on mu-opioid agonist/delta-opioid antagonist properties. Conformational investigation of alpha,beta-dehydropeptides. VII. Conformation of Ac-Pro-deltaAla-NHCH3 and Ac-Pro-(E)-deltaAbu-NHCH3: comparison with (Z)-substituted alpha,beta-dehydropeptides. Protease-catalyzed synthesis of Leu-enkephalin in a solvent-free system. beta-endorphin1-31 in the rat pituitary.
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