紧身衣
化学
组氨酸
光敏剂
单线态氧
标签
组合化学
肽
光化学
催化作用
共轭体系
亲核细胞
荧光
有机化学
生物化学
氧气
酶
物理
量子力学
聚合物
作者
Keita Nakane,Tatsuya Niwa,Michihiko Tsushima,Shusuke Tomoshige,Hideki Taguchi,Hiroyuki Nakamura,Minoru Ishikawa,Shinichi Sato
出处
期刊:Chemcatchem
[Wiley]
日期:2022-03-02
卷期号:14 (9)
被引量:8
标识
DOI:10.1002/cctc.202200077
摘要
Abstract The novel function of BODIPY, a widely used fluorescent probe, as a catalyst for the chemical labelling of histidine is revealed. Singlet oxygen ( 1 O 2 ) produced by the photosensitizer property of BODIPY oxidises histidine residues, and the histidine oxidised by 1 O 2 is trapped by the nucleophile 1‐methyl‐4‐arylurazole (MAUra). The simple chemical structure of BODIPY facilitates easier modification compared to other photosensitizer molecules and allows catalysis of protein/peptide‐labelling with higher histidine selectivity compared to the ruthenium complex. Owing to the short life of 1 O 2 , the reaction was selectively completed in close proximity with BODIPY. Site‐selective functionalization of the target/antibody was successfully achieved using ligand‐conjugated BODIPY.
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