用于标记 ADP-核糖基化特异性蛋白质的具有双重修饰腺嘌呤的 NAD+。

IF 2.1 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2024-11-06 DOI:10.1016/j.tet.2024.134361

Lei Zhang , Xiao-Nan Zhang , Arshad J. Ansari , Yong Zhang

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引用次数: 0

摘要

蛋白质二磷酸腺苷（ADP）-核糖基化参与了各种关键的细胞事件。其阅读器和清除器在调节基于 ADP 核糖基化的信号通路中发挥着关键作用。为单个 ADP 核糖基化蛋白质明确分配读取器和清除器可提供有关 ADP 核糖基化生物学的深刻知识，并需要为此开发工具和技术。在此，我们报告了一种携带光活性基团和可点击基团的烟酰胺腺嘌呤二核苷酸（NAD+）的设计与合成。作为多-ADP-核糖基化（PARylation）的底物，这种具有双重修饰腺嘌呤的 NAD+ 模拟物能使与 PARylation 结合的蛋白质发生共价交联和标记，是研究这种关键的翻译后修饰的一种新的光亲和探针。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

An NAD+ with dually modified adenine for labeling ADP-ribosylation-specific proteins

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An NAD+ with dually modified adenine for labeling ADP-ribosylation-specific proteins

Protein adenosine diphosphate (ADP)-ribosylation participates in various pivotal cellular events. Its readers and erasers play key roles in modulating ADP-ribosylation-based signaling pathways. Unambiguous assignments of readers and erasers to individual ADP-ribosylated proteins provide insightful knowledge on ADP-ribosylation biology and require the development of tools and technologies for this goal. Herein, we report the design and the synthesis of a nicotinamide adenine dinucleotide (NAD⁺) carrying a photoactive and a clickable group. Functioning as a substrate for poly-ADP-ribosylation (PARylation), this NAD⁺ mimic with dually modified adenine enables covalent crosslinking and labeling of proteins bound to PARylation, representing a new photoaffinity probe for studying this critical post-translational modification.

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来源期刊

Tetrahedron 化学-有机化学

CiteScore

3.90

自引率

4.80%

发文量

439

审稿时长

34 days

期刊介绍： Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.