Citation: Jiacheng Li, Yuyong Ma, Xiang Zhang, Xin Cao, Hegui Gong, Ang Li. Expeditious and scalable preparation of a Li−Thiele reagent for amine-based bioconjugation[J]. Chinese Chemical Letters, ;2021, 32(2): 700-702. doi: 10.1016/j.cclet.2020.06.019 shu

Expeditious and scalable preparation of a Li−Thiele reagent for amine-based bioconjugation

Jiacheng Li ^{a, b} ,
Yuyong Ma ^b ,
Xiang Zhang ^b ,
Xin Cao ^b ,
Hegui Gong ^{a, *,} ,
Ang Li ^{b, *,}

a.
Department of Chemistry, Shanghai University, Shanghai 200444, China
b.
State Key Laboratory of Bioorganic and Natural Products Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai 200032, China

hegui_gong@shu.edu.cn

ali@sioc.ac.cn

Received Date: 25 May 2020
Revised Date: 10 June 2020
Accepted Date: 11 June 2020
Available Online: 15 June 2020

Figures(4)

Chemoselective amine bioconjugation has long been a challenge for native protein modification. Inspired by Thiele's seminal discovery, Li and co-workers recently developed an ortho-phthalaldehyde (OPA) based reagent for labeling the amino group of a protein. Here we report an expeditious and scalable synthesis of a Li—Thiele reagent featuring an arene construction strategy. The reagent contains an alkyne side chain as a handle for secondary modification.
- Amine-based bioconjugation,
- Li—Thiele reagent,
- Arene synthesis,
- Ortho-phthalaldehyde
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