1,N6-乙烯基腺苷酸和1,N6-乙烯基-2'-脱氧腺苷酸作为兔骨骼肌糖原磷酸化酶激活位点的探针。

1,N6-etheno-AMP and 1,N6-etheno-2'-deoxy-AMP as probes of the activator site of glycogen phosphorylase from rabbit skeletal muscle.

作者信息

Vandenbunder B, Morange M, Buc H

出版信息

Proc Natl Acad Sci U S A. 1976 Aug;73(8):2696-700. doi: 10.1073/pnas.73.8.2696.

DOI:10.1073/pnas.73.8.2696

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC430715/

Abstract

Both 1,N6-etheno-AMP and 1,N6-etheno-2'-deoxy-AMP bind at the AMP site of phosphorylase b (1,4-alpha-D-glucan:orthophosphate alpha-glucosyltransferase, EC 2.4.1.1). Etheno-AMP induces the same activation as AMP, about 30-fold higher than the activation induced by etheno-dAMP. The fluorescence of etheno-AMP and etheno-dAMP is associated with the base moiety; therefore, when free in solution, the two derivatives have identical fluorescence properties. However, when bound to phosphorylase, the fluorescence of etheno-AMP is quenched more efficiently than the fluorescence of etheno-dAMP. This difference between the fluorescence properties of the bound nucleotides suggests that a modification in the ribose ring affects the position of the adenine in the AMP site of phosphorylase b. The observed quenching may be due to a stacking interaction between an aromatic residue and the base moiety of the bound nucleotide.

摘要

1,N6-乙烯基腺苷酸（1,N6-etheno-AMP）和1,N6-乙烯基-2'-脱氧腺苷酸（1,N6-etheno-2'-deoxy-AMP）均结合于磷酸化酶b（1,4-α-D-葡聚糖：正磷酸α-葡糖基转移酶，EC 2.4.1.1）的腺苷酸位点。乙烯基腺苷酸诱导的激活作用与腺苷酸相同，比乙烯基脱氧腺苷酸诱导的激活作用高约30倍。乙烯基腺苷酸和乙烯基脱氧腺苷酸的荧光与碱基部分相关；因此，当它们在溶液中游离时，这两种衍生物具有相同的荧光特性。然而，当与磷酸化酶结合时，乙烯基腺苷酸的荧光比乙烯基脱氧腺苷酸的荧光更有效地猝灭。结合核苷酸荧光特性的这种差异表明，核糖环的修饰会影响磷酸化酶b腺苷酸位点中腺嘌呤的位置。观察到的猝灭可能是由于芳香族残基与结合核苷酸的碱基部分之间的堆积相互作用所致。

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本文引用的文献

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Studies on the allosteric activation of glycogen phosphorylase b by Nucleotides. I. Activation of phosphorylase b by inosine monophosphate.核苷酸对糖原磷酸化酶b的变构激活作用的研究。I. 肌苷一磷酸对磷酸化酶b的激活作用

J Biol Chem. 1968 Nov 25;243(22):5892-8.

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The activity of -adenosine derivatives as allosteric modifiers of phosphorylase b.β-腺苷衍生物作为磷酸化酶b变构调节剂的活性。

FEBS Lett. 1972 Jun 15;23(2):139-41. doi: 10.1016/0014-5793(72)80324-7.

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Fluorescent modification of adenosine-containing coenzymes. Biological activities and spectroscopic properties.含腺苷辅酶的荧光修饰。生物活性和光谱性质。

Biochemistry. 1972 Sep 12;11(19):3499-506. doi: 10.1021/bi00769a001.

8

Probes for the conformational transitions of phosphorylase b. Effect of ligands studied by proton relaxation enhancement, fluorescence and chemical reactivities.磷酸化酶b构象转变的探针。通过质子弛豫增强、荧光和化学反应性研究配体的作用。

Eur J Biochem. 1971 Jun 29;20(4):494-508. doi: 10.1111/j.1432-1033.1971.tb01419.x.

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AMP analogs: their function in the activation of glycogen phosphorylase b.AMP类似物：它们在糖原磷酸化酶b激活中的作用。

Eur J Biochem. 1976 Jun 1;65(2):553-63. doi: 10.1111/j.1432-1033.1976.tb10373.x.

10

Dynamic and static quenching of 1,N6-ethenoadenine fluorescence in nicotinamide 1,N6-ethenoadenine dinucleotide and in 1,N6-etheno-9-(3-(indol-3-yl) propyl) adenine.烟酰胺1,N6-乙烯腺嘌呤二核苷酸及1,N6-乙烯基-9-(3-(吲哚-3-基)丙基)腺嘌呤中1,N6-乙烯腺嘌呤荧光的动态与静态猝灭

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