Visible-light-induced protein labeling in live cells with aryl azides

Zhang, Yixin; Tan, Jiawei; Chen, Yiyun

doi:10.1039/d2cc06987c

Cited by 20 publications

(6 citation statements)

References 51 publications

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“…6 nm) [112] . In contrast to enzyme‐catalyzed proximity labeling techniques such as APEX and BioID, photocatalytic labeling strategies based on small chemical compounds such as aryl azide can provide high spatiotemporal resolution from external light irradiation and enable more focused PPI profiling in live environment [113] …”

Section: Mass Spectrometry (Ms) Based Proximity Labeling Strategies F...mentioning

confidence: 99%

Chemical and Biological Strategies for Profiling Protein‐Protein Interactions in Living Cells

Wang

et al. 2023

Chemistry An Asian Journal

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Protein-protein interactions (PPIs) play critical roles in almost all cellular signal transduction events. Characterization of PPIs without interfering with the functions of intact cells is very important for basic biology study and drug developments. However, the ability to profile PPIs especially those weak/transient interactions in their native states remains quite challenging. To this end, many endeavors are being made in developing new methods with high efficiency and strong operability. By coupling with advanced fluorescent microscopy and mass spectroscopy techniques, these strategies not only allow us to visualize the subcellular locations and monitor the functions of protein of interest (POI) in real time, but also enable the profiling and identification of potential unknown interacting partners in high-throughput manner, which greatly facilitates the elucidation of molecular mechanisms underlying numerous pathophysiological processes. In this review, we will summarize the typical methods for PPIs identification in living cells and their principles, advantages and limitations will also be discussed in detail.

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Section: Mass Spectrometry (Ms) Based Proximity Labeling Strategies F...mentioning

confidence: 99%

Chemical and Biological Strategies for Profiling Protein‐Protein Interactions in Living Cells

Wang

et al. 2023

Chemistry An Asian Journal

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“…[4] The photolysis of aryl azides is a basis for important functionalization methods in chemical biology. [5] From a mechanistic standpoint, aryl azide photolysis involves the expulsion of a nitrogen molecule and the formation of a highly reactive singlet nitrene intermediate. The latter can undergo one of three distinct reaction pathways.…”

Section: Introductionmentioning

confidence: 99%

“…[ 4 ] The photolysis of aryl azides is a basis for important functionalization methods in chemical biology. [ 5 ]…”

Section: Introductionmentioning

confidence: 99%

Modulating Aryl Azide Photolysis: Synthesis of a Room‐Temperature Phosphorescent Carboline in Cucurbit[7]uril Host

Qiu,

Wang,

Leopold

et al. 2023

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Cucurbit[7]uril (CB7), a supramolecular host, is employed to control the pathway of photolysis of an aryl azide in an aqueous medium. Normally, photolysis of aryl azides in bulk water culminates predominantly in the formation of azepine derivatives via intramolecular rearrangement. Remarkably, however, when this process unfolds within the protective confinement of the CB7 cavity, it results in a carboline derivative, as a consequence of a C─H amination reaction. The resulting carboline caged by CB7 reveals long‐lived room temperature phosphorescence (RTP) in the solid state, with lifetimes extending up to 2.1 s. These findings underscore the potential of supramolecular hosts to modulate the photolysis of aryl azides and to facilitate novel phosphorescent materials.

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“…Among the different functional groups that have been harnessed for photobiological applications, aryl azides occupy a prominent position. 9 These groups can be directly photolyzed with high-energy light, but this type of irradiation is not adequate for biological uses. Fortunately, they can also be activated at longer wavelengths using appropriate photocatalysts.…”

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confidence: 99%

Intracellular Synthesis of Indoles Enabled by Visible-Light Photocatalysis

D’Avino,

Gutiérrez,

Feldhaus

et al. 2024

J. Am. Chem. Soc.

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Performing abiotic synthetic transformations in live cell environments represents a new, promising approach to interrogate and manipulate biology and to uncover new types of biomedical tools. We now found that photocatalytic bond-forming reactions can be added to the toolbox of bioorthogonal synthetic chemistry. Specifically, we demonstrate that exogenous styryl aryl azides can be converted into indoles inside living mammalian cells under photocatalytic conditions.

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Visible-light-induced protein labeling in live cells with aryl azides

Abstract: Chemical labeling of proteins in live cells helps probe their native functions in biological systems. Aryl azides are chemically inert under physiological conditions, but they are activated by certain external...

Cited by 20 publications

References 51 publications

Chemical and Biological Strategies for Profiling Protein‐Protein Interactions in Living Cells

Chemical and Biological Strategies for Profiling Protein‐Protein Interactions in Living Cells

Modulating Aryl Azide Photolysis: Synthesis of a Room‐Temperature Phosphorescent Carboline in Cucurbit[7]uril Host

Intracellular Synthesis of Indoles Enabled by Visible-Light Photocatalysis

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