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Title
Japanese:Proximity Histidine Labeling by Umpolung Strategy Using Singlet Oxygen. 
English:Proximity Histidine Labeling by Umpolung Strategy Using Singlet Oxygen. 
Author
Japanese: Keita Nakane, Shinichi Sato, 丹羽達也, Tsushima M, Shusuke TOMOSHIGE, Hideki Taguchi, Minoru Ishikawa, Hiroyuki Nakamura.  
English: Keita Nakane, Shinichi Sato, Tatsuya Niwa, Tsushima M, Shusuke TOMOSHIGE, Hideki Taguchi, Minoru Ishikawa, Hiroyuki Nakamura.  
Language English 
Journal/Book name
Japanese:Journal of the American Chemical Society 
English:Journal of the American Chemical Society 
Volume, Number, Page        
Published date Apr. 27, 2021 
Publisher
Japanese: 
English: 
Conference name
Japanese: 
English: 
Conference site
Japanese: 
English: 
Official URL https://doi.org/10.1021/jacs.1c01626
 
DOI https://doi.org/10.1021/jacs.1c01626
Abstract While electrophilic reagents for histidine labeling have been developed, we report an umpolung strategy for histidine functionalization. A nucleophilic small molecule, 1-methyl-4-arylurazole, selectively labeled histidine under singlet oxygen (1O2) generation conditions. Rapid histidine labeling can be applied for instant protein labeling. Utilizing the short diffusion distance of 1O2 and a technique to localize the 1O2 generator, a photocatalyst in close proximity to the ligand-binding site, we demonstrated antibody Fc-selective labeling on magnetic beads functionalized with a ruthenium photocatalyst and Fc ligand, ApA. Three histidine residues located around the ApA binding site were identified as labeling sites by liquid chromatography-mass spectrometry analysis. This result suggests that 1O2-mediated histidine labeling can be applied to a proximity labeling reaction on the nanometer scale.

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