Photocatalysis Enables Visible-Light Uncaging of Bioactive Molecules in Live Cells

被引：39
|
作者：
Wang, Haoyan [1 ]
Li, Wei-Guang [3 ,4 ]
Zeng, Kaixing [1 ,2 ]
Wu, Yan-Jiao [3 ,4 ]
Zhang, Yixin [1 ]
Xu, Tian-Le [3 ,4 ]
Chen, Yiyun [1 ,2 ]
机构：
[1] Univ Chinese Acad Sci, Chinese Acad Sci, State Key Lab Bioorgan & Nat Prod Chem, Ctr Excellence Mol Synth,Shanghai Inst Organ Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China
[2] ShanghaiTech Univ, Sch Phys Sci & Technol, 100 Haike Rd, Shanghai 201210, Peoples R China
[3] Shanghai Jiao Tong Univ, Sch Med, Ctr Brain Sci, 280 South Chongqing Rd, Shanghai 200025, Peoples R China
[4] Shanghai Jiao Tong Univ, Sch Med, Dept Anat & Physiol, 280 South Chongqing Rd, Shanghai 200025, Peoples R China
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2019年 / 58卷 / 02期
基金：
中国国家自然科学基金;
关键词：
biocompatible reaction; mammalian cells; photocatalysis; uncaging reaction; AEROBIC OXIDATIVE HYDROXYLATION; BOND-CLEAVAGE REACTIONS; HYDROGEN-PEROXIDE; PHOTOREDOX CATALYSIS; ARYLBORONIC ACIDS; BIOORTHOGONAL REACTION; FLUORESCENT-PROBES; GABA(B) RECEPTOR; CAGED COMPOUNDS; CHEMISTRY;
D O I：
10.1002/anie.201811261
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The photo-manipulation of bioactive molecules provides unique advantages due to the high temporal and spatial precision of light. The first visible-light uncaging reaction by photocatalytic deboronative hydroxylation in live cells is now demonstrated. Using Fluorescein and Rhodamine derivatives as photocatalysts and ascorbates as reductants, transient hydrogen peroxides were generated from molecular oxygen to uncage phenol, alcohol, and amine functional groups on bioactive molecules in bacteria and mammalian cells, including neurons. This effective visible-light uncaging reaction enabled the light-inducible protein expression, the photo-manipulation of membrane potentials, and the subcellular-specific photo-release of small molecules.
引用
收藏
页码：561 / 565
页数：5
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