Recent Advances and Challenges in Luminescent Imaging: Bright Outlook for Chemiluminescence of Dioxetanes in Water

Recent Advances and Challenges in Luminescent Imaging: Bright Outlook for Chemiluminescence of Dioxetanes in Water
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DOI:
10.1021/acscentsci.9b00372
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发表时间:
2019-06-26
影响因子:
18.2
通讯作者:
Shabat, Doron
Shabat, Doron
中科院分区:
化学1区
文献类型:
--
作者:
Hananya, Nir;Shabat, Doron

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化学发光正逐渐被认为是传感和成像的有力工具。大多数已知的发光化合物通过环状过氧化物部分的自发分解进行化学激发。30年前,Schaap的小组发现了可降解的二氧杂环丁烷,这是此类化合物化学的一个突破性里程碑。我们的小组最近开发了一种独特的方法,以显着提高这种苯氧基二氧杂环丁烷发光体在生理条件下的发光效率。在苯氧基-二氧杂环丁烷的邻位引入吸电子取代基导致在水介质中的化学发光量子产率增加约3000倍。此外,我们发现,发射波长和化学激发的动力学可以由取代基的电子性质纳入二氧杂环丁烷发光体。最近的发展为科学家提供了新的强大的荧光团,可以作为单组分探针,用于体内和体外检测和成像的各种分析物和酶。本文介绍了近年来合成的化学发光发光材料在水环境中的应用。
Chemiluminescence is gradually being recognized as a powerful tool for sensing and imaging. Most known light-emitting compounds undergo chemiexcitation through spontaneous decomposition of cyclic peroxide moieties. A ground-breaking milestone in the chemistry of such compounds was achieved 30 years ago with the discovery of triggerable dioxetanes by Schaap's group. Our group has recently developed a distinct methodology to significantly improve the light emission efficiency of such phenoxydioxetane luminophores under physiological conditions. Introduction of an electron-withdrawing substituent at the ortho position of the phenoxy-dioxetane resulted in an approximately 3000-fold increase of the chemiluminescence quantum yield in aqueous media. Furthermore, we discovered that the emission wavelength and the kinetics of the chemiexcitation could be determined by the electronic nature of the substituent incorporated on the dioxetane luminophore. This recent development has provided scientists with new powerful chemiluminophores that can act as single-component probes for in vivo and in vitro detection and imaging of various analytes and enzymes. This outlook describes the recent progress toward applications of synthetic chemiluminescence luminophores suitable for sensing and imaging in aqueous environments.