Citation: Chenshan Lian, Yang Li, Zhanfeng Hou, Wanjin Zhong, Ye Tian, Feng Yin, Zigang Li, Dongxian Zhou, Rui Wang. Proximity-induced amino-yne reaction for selective MDM4 conjugation via propargylated sulfonium[J]. Chinese Chemical Letters, ;2021, 32(11): 3623-3626. doi: 10.1016/j.cclet.2021.04.015 shu

Proximity-induced amino-yne reaction for selective MDM4 conjugation via propargylated sulfonium

Chenshan Lian ^{a, 1} ,
Yang Li ^{b, d, 1} ,
Zhanfeng Hou ^a ,
Wanjin Zhong ^b ,
Ye Tian ^a ,
Feng Yin ^a ,
Zigang Li ^{a, b, *,} ,
Dongxian Zhou ^{c, *,} ,
Rui Wang ^{a, *,}

a.
Pingshan Translational Medicine Center, Shenzhen Bay Laboratory, Shenzhen 518118, China
b.
State Key Laboratory of Chemical Oncogenomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen 518055 China
c.
Department of Breast and Thyroid Surgery, Shenzhen People's Hospital, Shenzhen 518020, China
d.
Department of Student Affairs, Beihang University, Beijing 100191, China

^**

lizg@szbl.ac.cn

Dong_Xian12Zhou809@163.com

wangrui@szbl.ac.cn

Received Date: 20 February 2021
Revised Date: 31 March 2021
Accepted Date: 8 April 2021
Available Online: 10 April 2021

Figures(4)

Whilst most bioorthogonal reactions focus on targeting binding-site cysteine residues, proximity-induced reactivity effect ensures that reaction also occurs at nucleophilic lysine residues. We report one example here that the propargylated-sulfonium center undergoes a nucleophilic reaction with lysine residue via proximity-induced conjugation. This propargylated-sulfonium tethered peptide resulting from a facile propargylation of thiolethers, enables amino-yne reaction at the selected lysine on MDM4 protein. This strategy represents a viable approach of lysine-targeted covalent inhibition in proximity.
- Amino-yne reaction,
- Progargylated sulfonium,
- Proximity-induced,
- MDM4
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