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产物及产物类似物对胃蛋白酶催化反应的抑制作用。产物有序释放的动力学证据。

The inhibition of pepsin-catalysed reactions by products and product analogues. Kinetic evidence for ordered release of products.

作者信息

Greenwell P, Knowles J R, Sharp H

出版信息

Biochem J. 1969 Jun;113(2):363-8. doi: 10.1042/bj1130363.

Abstract
  1. The inhibition of pepsin-catalysed hydrolysis of N-acetyl-l-phenylalanyl-l-phenylalanylglycine by products and product analogues was studied. 2. The non-competitive nature of the inhibition by the product N-acetyl-l-phenylalanine confirms an ordered release of products, and points to a common mechanism (involving an amino-enzyme) for pepsin-catalysed transpeptidation and hydrolysis reactions. 3. N-Acetyl-l-phenylalanine ethyl ester is also a non-competitive inhibitor, but here the inhibition is of the ;dead-end' type. No ethanol is detectable in reaction mixtures, indicating that this ester cannot act as an amino group acceptor in a transpeptidation process. 4. The same is true for N-methanesulphonyl-l-phenylalanine methyl and methyl thiol esters. No methanethiol is liberated when the methyl thiol ester is present as an inhibitor of the hydrolytic reaction, and the hope that such a thiol ester would effectively trap the amino-enzyme was not fulfilled.
摘要
  1. 研究了产物及产物类似物对胃蛋白酶催化的N-乙酰-L-苯丙氨酰-L-苯丙氨酰甘氨酸水解的抑制作用。2. 产物N-乙酰-L-苯丙氨酸抑制作用的非竞争性性质证实了产物的有序释放,并指出了胃蛋白酶催化的转肽反应和水解反应的共同机制(涉及氨基酶)。3. N-乙酰-L-苯丙氨酸乙酯也是一种非竞争性抑制剂,但此处的抑制属于“终末”型。反应混合物中未检测到乙醇,表明该酯在转肽过程中不能作为氨基受体。4. N-甲磺酰-L-苯丙氨酸甲酯和甲硫醇酯也是如此。当甲硫醇酯作为水解反应的抑制剂存在时,没有释放出甲硫醇,并且期望这种硫醇酯能有效捕获氨基酶的愿望没有实现。

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