Special Issue Honoring Prof. Guoqiang Lin's Contributions to Organic Chemistry
Recent Advances in Quinone Methide Chemistry for Protein-Proximity Capturing
You F. Gan
a
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, Hubei 430030, P. R. of China
,
Yuan Y. Li
a
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, Hubei 430030, P. R. of China
,
Xiao Q. Chen
a
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, Hubei 430030, P. R. of China
,
Yu Y. Guo
a
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, Hubei 430030, P. R. of China
a
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, Hubei 430030, P. R. of China
b
Shenzhen Huazhong University of Science and Technology Research Institute, Shenzhen, Guangdong 518057, P. R. of China
› Author AffiliationsStartup fund from HUST and Open Fund supported by the State Key Laboratory of Natural and Biomimetic Drugs (K202218).
Dedicated to Professor Guoqiang Lin on the occasion of his 80th birthday.
Abstract
Here we summarize the most recent findings in the chemical-, photo-, or enzyme-triggered generation of nitrogen and oxygen anions leading to the formation of quinone methide intermediates (QMIs). This short review is divided into two categories: generation of nitrogen and oxygen anions. Based on quinone methide intermediates (QMIs), proximate capture of a wide range of proteins has been widely determined and studied. Generally, the triggers include, photoirradiation using 365/254 nm UV light, small molecules (ROS/TBAF/s-tetrazine), metal catalysis (iridium catalysis), and enzymes (NQO1/β-galactosidase). New directions including far-red light, heat, force, microwave, and more practical approaches are explored and illustrated.
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Jiménez-Moreno E,
Guo ZJ,
Oliveira BL,
Albuquerque IS,
Kitowski A,
Guerreiro A,
Boutureira O,
Rodrigues T,
Jiménez-Osés G,
Bernardes GJ. L.
Angew. Chem. Int. Ed. 2017; 56: 243
30 Wang, S.; Zhou, H. L.; Li, Y. Y.; Zheng, Y. Y.; Sheng, J.; Wang, R. Bioorthogonal in-cell labeling and profiling of N6-isopentenyladenosine (i6A) modified RNA, unpublished.
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Mu Q,
Cui K,
Wang ZJ,
Matsuda T,
Cui W,
Kato H,
Namiki S,
Yamazaki T,
Frauenlob M,
Nonoyama T,
Tsuda M,
Tanaka S,
Nakajima T,
Gong JP.
Nat. Commun. 2022; 13: 6213