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肟作为用于设计可见光光激活荧光团的通用光笼。

Oxime as a general photocage for the design of visible light photo-activatable fluorophores.

作者信息

Wang Lushun, Wang Shichao, Tang Juan, Espinoza Vanessa B, Loredo Axel, Tian Zeru, Weisman R Bruce, Xiao Han

机构信息

Department of Chemistry, Rice University 6100 Main Street Houston Texas 77005 USA

Department of Biosciences, Rice University 6100 Main Street Houston Texas 77005 USA.

出版信息

Chem Sci. 2021 Nov 22;12(47):15572-15580. doi: 10.1039/d1sc05351e. eCollection 2021 Dec 8.

DOI:10.1039/d1sc05351e
PMID:35003586
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8654061/
Abstract

Photoactivatable fluorophores have been widely used for tracking molecular and cellular dynamics with subdiffraction resolution. In this work, we have prepared a series of photoactivatable probes using the oxime moiety as a new class of photolabile caging group in which the photoactivation process is mediated by a highly efficient photodeoximation reaction. Incorporation of the oxime caging group into fluorophores results in loss of fluorescence. Upon light irradiation in the presence of air, the oxime-caged fluorophores are oxidized to their carbonyl derivatives, restoring strong fluorophore fluorescence. To demonstrate the utility of these oxime-caged fluorophores, we have created probes that target different organelles for live-cell confocal imaging. We also carried out photoactivated localization microscopy (PALM) imaging under physiological conditions using low-power light activation in the absence of cytotoxic additives. Our studies show that oximes represent a new class of visible-light photocages that can be widely used for cellular imaging, sensing, and photo-controlled molecular release.

摘要

光可激活荧光团已被广泛用于以亚衍射分辨率追踪分子和细胞动力学。在这项工作中,我们制备了一系列光可激活探针,使用肟部分作为一类新型的光不稳定笼蔽基团,其中光激活过程由高效的光脱肟反应介导。将肟笼蔽基团引入荧光团会导致荧光丧失。在有空气存在的情况下进行光照时,肟笼蔽的荧光团被氧化成其羰基衍生物,恢复强烈的荧光团荧光。为了证明这些肟笼蔽荧光团的实用性,我们创建了针对不同细胞器的探针用于活细胞共聚焦成像。我们还在生理条件下使用低功率光激活且不存在细胞毒性添加剂的情况下进行了光激活定位显微镜(PALM)成像。我们的研究表明,肟代表了一类新型的可见光光笼,可广泛用于细胞成像、传感和光控分子释放。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d695/8654061/4859d85dae19/d1sc05351e-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d695/8654061/d3fd092dfd33/d1sc05351e-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d695/8654061/8547f3097ce6/d1sc05351e-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d695/8654061/6e72f6a20ab9/d1sc05351e-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d695/8654061/ff0962a9c3be/d1sc05351e-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d695/8654061/4859d85dae19/d1sc05351e-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d695/8654061/d3fd092dfd33/d1sc05351e-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d695/8654061/8547f3097ce6/d1sc05351e-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d695/8654061/6e72f6a20ab9/d1sc05351e-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d695/8654061/ff0962a9c3be/d1sc05351e-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d695/8654061/4859d85dae19/d1sc05351e-f5.jpg

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