4.8 Article

β-Difluoroalkylamine as a Motif for Singlet Oxygen-Mediated Proximity Labeling in Living Cells

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ORGANIC LETTERS
卷 23, 期 12, 页码 4640-4644

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c01377

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  1. University of Hong Kong (HKU)
  2. Hong Kong Research Grants Council [HKU 27302220]
  3. Laboratory for Synthetic Chemistry and Chemical Biology under the Health@InnoHK Program by the Innovation and Technology Commission, the Government of Hong Kong Special Administrative Region of the People's Republic of China

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A novel beta-difluoroalkylamine was designed for capturing RNAs and proteins with high tempospatial resolution via proximity labeling mediated by photoinduced singlet oxygen. The appended azide group enables RNA biotinylation and downstream analysis through both SPAAC and CuAAC, with the beta-difluoroalkylazide motif exhibiting an enhanced CuAAC reaction rate for preserving good RNA integrity.
We designed beta-difluoroalkylamine to capture RNAs and proteins with high tempospatial resolution via proximity labeling mediated by photoinduced singlet oxygen. The appended azide group allows for RNA biotinylation and downstream analysis through both SPAAC and CuAAC. In particular, the beta-difluoroalkylazide motif enjoys an enhanced CuAAC reaction rate, thus preserving good RNA integrity.

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