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[嗜热菌蛋白酶催化酰化肽的对硝基苯胺合成]

[Synthesis of p-nitroanilides of acylated peptides catalyzed by thermolysin].

作者信息

Voiushina T L, Liublinskaia L A, Timokhina E A, Stepanov V M

出版信息

Bioorg Khim. 1987 May;13(5):615-22.

PMID:3304298
Abstract

Thermolysin-catalysed synthesis of p-nitroanilides of acylpeptides of general formula Z-A1-A2-pNA (A1 = Thr, Ala, Val, Leu; A2 = Leu, Phe) and stepwise synthesis of p-nitroanilides of acyltetrapeptides of general formula Z-A1-A2-A3-A4-pNA (A1, A2 = Gly,Ala; A3, A4 = Ala, Leu, Phe) from Z-A1-A2-OH and A3-pNA and then from Z-A1-A2-A3-OH and A4-pNA have been carried out; pNA group was eliminated enzymatically. Increase in solubility of the product in the reaction mixture diminishes its yield. Minimal amount of thermolysin providing a substantial yield of reaction product depends on structure of both amino and carboxylic components. In many cases the molar ratio of the enzyme and starting substances could be decreased to 1:10(6) as compared with the generally used ration 1:10(3)-1:10(4).

摘要

已进行了嗜热菌蛋白酶催化合成通式为Z-A1-A2-pNA(A1 = 苏氨酸、丙氨酸、缬氨酸、亮氨酸;A2 = 亮氨酸、苯丙氨酸)的酰基肽对硝基苯胺,以及由Z-A1-A2-OH和A3-pNA,然后由Z-A1-A2-A3-OH和A4-pNA逐步合成通式为Z-A1-A2-A3-A4-pNA(A1、A2 = 甘氨酸、丙氨酸;A3、A4 = 丙氨酸、亮氨酸、苯丙氨酸)的酰基四肽对硝基苯胺的反应;对硝基苯胺基团通过酶促作用被除去。产物在反应混合物中溶解度的增加会降低其产率。能提供可观反应产物产率的嗜热菌蛋白酶的最小量取决于氨基和羧基组分的结构。在许多情况下,与通常使用的1:10(3)-1:10(4)的比例相比,酶与起始物质的摩尔比可降至1:10(6)。

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