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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)。

相似文献

1
[Synthesis of p-nitroanilides of acylated peptides catalyzed by thermolysin].[嗜热菌蛋白酶催化酰化肽的对硝基苯胺合成]
Bioorg Khim. 1987 May;13(5):615-22.
2
[Pepsin in the enzymatic synthesis of esters and n-nitroanilide peptides].[胃蛋白酶在酯类和对硝基苯胺肽的酶促合成中]
Bioorg Khim. 1992 Aug;18(8):1081-8.
3
[Substrate specificity of the serine proteinase from Bacillus subtilis, strain 72].[枯草芽孢杆菌72株丝氨酸蛋白酶的底物特异性]
Biokhimiia. 1991 Feb;56(2):230-40.
4
[Synthesis of three- and tetrapeptides catalyzed by subtilisin suspensions in organic solvents].
Bioorg Khim. 1998 Apr;24(4):306-12.
5
[p-Nitroanilides of amino acids and peptides and fluorescence peptide with inner fluorescence quenching as substrates for cathepsins H, B, D and high molecular weight aspartic peptidase in the brain].[氨基酸和肽的对硝基苯胺以及具有内部荧光猝灭的荧光肽作为脑中组织蛋白酶H、B、D和高分子量天冬氨酸蛋白酶的底物]
Biokhimiia. 1987 Dec;52(12):2033-7.
6
[Peptide synthesis catalyzed by subtilisin-72 in organic solvents].
Bioorg Khim. 1999 Aug;25(8):591-6.
7
[Peptide synthesis in organic media with the use of subtilisin 72 immobilized on a poly(vinyl alcohol) cryogel].[使用固定在聚乙烯醇冷冻凝胶上的枯草杆菌蛋白酶72在有机介质中进行肽合成]
Bioorg Khim. 2005 Nov-Dec;31(6):586-92.
8
Subtilisin from Bacillus subtilis strain 72. The influence of substrate structure, temperature and pH on catalytic properties.
Biochim Biophys Acta. 1992 Feb 1;1118(3):267-76. doi: 10.1016/0167-4838(92)90284-k.
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[Enzymatic synthesis of acyl peptides containing p-nitroanilides of basic amino acids].[含碱性氨基酸对硝基苯胺的酰基肽的酶促合成]
Bioorg Khim. 1991 Aug;17(8):1066-73.
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Proteinase-catalyzed peptide synthesis in concentrated solutions of urea and other denaturing agents.
Int J Pept Protein Res. 1996 Jan-Feb;47(1-2):28-35. doi: 10.1111/j.1399-3011.1996.tb00806.x.

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