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5'-磷酸腺苷的甲酰基类似物。一种腺苷酸激酶解偶联剂。

The arsonomethyl analogue of adenosine 5'-phosphate. An uncoupler of adenylate kinase.

作者信息

Adams S R, Sparkes M J, Dixon H B

出版信息

Biochem J. 1984 Aug 1;221(3):829-36. doi: 10.1042/bj2210829.

Abstract

Adenosine was converted into the arsonomethyl analogue of AMP. The reactions used provide a general route for converting an alcohol, R-CH2-OH, into the arsonomethyl analogue, R-CH2-CH2-AsO3H2, of its phosphate, R-CH2-O-PO3H2. The analogue of AMP proves to be a substrate for rabbit adenylate kinase, which shows a limiting velocity with it of 1/17 that with AMP, a Michaelis constant raised 70-fold to about 10 mM, and hence a specificity constant lowered about 1200-fold. The product of transfer of a phospho group from ATP to the analogue is, like all anhydrides of arsonic acids, unstable to hydrolysis, and so breaks down to yield orthophosphate and regenerate the analogue. Hence adenylate kinase is converted into an ATPase by the presence of the analogue.

摘要

腺苷被转化为AMP的砷甲基类似物。所使用的反应提供了一种将醇R-CH₂-OH转化为其磷酸盐R-CH₂-O-PO₃H₂的砷甲基类似物R-CH₂-CH₂-AsO₃H₂的通用方法。事实证明,AMP的类似物是兔腺苷酸激酶的底物,其与该类似物的极限速度为与AMP反应时的1/17,米氏常数提高了70倍,约为10 mM,因此特异性常数降低了约1200倍。磷酸基团从ATP转移到该类似物的产物,与所有砷酸酐一样,对水解不稳定,因此会分解产生正磷酸盐并使类似物再生。因此,腺苷酸激酶因该类似物的存在而转化为ATP酶。

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本文引用的文献

3
Detection of phosphate esters on paper chromatograms.纸色谱图上磷酸酯的检测
Nature. 1953 Mar 21;171(4351):529-30. doi: 10.1038/171529a0.
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Sugar-arsenate esters: thermodynamics and biochemical behavior.糖 - 砷酸酯:热力学与生化行为
Arch Biochem Biophys. 1980 Nov;205(1):67-75. doi: 10.1016/0003-9861(80)90084-3.

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