Trypsin-catalyzed peptide synthesis withm-guanidinophenyl andm-(guanidinomethyl)phenyl esters as acyl donor component

Trypsin-catalyzed peptide synthesis withm-guanidinophenyl andm-(guanidinomethyl)phenyl esters as acyl donor component
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以间胍基苯基和间(胍基甲基)苯基酯为酰基供体组分的胰蛋白酶催化肽合成

DOI:
10.1007/bf01366927
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发表时间:
2005
期刊:
影响因子:
3.5
通讯作者:
K. Tanizawa
K. Tanizawa
中科院分区:
生物学3区
文献类型:
--
作者:
H. Sekizaki;K. Itoh;E. Toyota;K. Tanizawa

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本文合成了两种以N-(叔丁氧羰基)氨基酸为底物的反式底物间胍基苯酯和间胍基甲基苯酯,作为胰蛋白酶催化肽合成的酰基供体组分。分析了这些酯对胰蛋白酶水解的动力学行为。发现它们在胰蛋白酶存在下能与酰基受体偶联生成二肽,其中灰色链霉菌胰蛋白酶比牛胰蛋白酶更有效。在酶促肽偶联方法中,该方法显示出是有利的,因为所得肽对酶促水解具有抗性。
SummaryTwo series of inverse substrates,m-guanidinophenyl andm-(guanidinomethyl)phenyl esters derived fromN-(tert-butyloxycarbonyl)amino acid, were prepared as an acyl donor component for trypsin-catalyzed peptide synthesis. The kinetic behavior of these esters toward tryptic hydrolysis was analyzed. They were found to couple with an acyl acceptor such asl-alaninep-nitroanilide to produce dipeptide in the presence of trypsin.Streptomyces griseus trypsin was a more efficient catalyst than the bovine trypsin. Within the enzymatic peptide coupling methods, this approach was shown to be advantageous, since the resulting peptides are resistant to the enzymatic hydrolysis.