Modular Assembly of Heterotrifunctional Molecules Enabled by Iodosulfonylation of Allenes and Subsequent Amination
Beyond the rapid achievements of therapeutic heterobifunctional molecules, some recent efforts have focused on constructing heterotrifunctional molecules, aiming at developing more potent and selective therapeutic agents or emerging additional functions to heterobifunctional molecules. However, the synthesis of these complex molecules requires a specific design and lengthy steps. We have developed a two-step strategy for the modular construction of heterotrifunctional molecules, enabled by the sustainable and convenient iodosulfonylation of allenes followed by S<sub>N</sub>2'-selective amination. This strategy successfully incorporates a broad range of biologically active molecules, labeling them with a fluorescent group. The applications of the obtained compounds in selective protein labeling, subcellular imaging, and targeted inhibition of tumor cells make this strategy highly appealing.
Authors
- Xiang Jiao (ORCID: https://orcid.org/0000-0001-8043-3719)
- Qichen Zhan (ORCID: https://orcid.org/0000-0002-3456-0124)
- Tao Cao (ORCID: https://orcid.org/0000-0002-8309-5695)
- Binyan Lin (ORCID: https://orcid.org/0000-0002-3233-0384)
- Peng Cao (ORCID: https://orcid.org/0000-0002-2044-3074)
- Shijie Liu (ORCID: https://orcid.org/0000-0003-1085-0722)
- Xiaofeng Lin (ORCID: https://orcid.org/0000-0001-7886-7198)
Institutions
- Nanjing University of Chinese Medicine (CN)
- Wenzhou Medical University (CN)
- Quzhou City People's Hospital (CN)
Publication Details
- Journal
- Journal of Medicinal Chemistry
- Published
- 2024-11-20
- DOI
- https://doi.org/10.1021/acs.jmedchem.4c02114
- Citations
- 5
- Primary Topic
- Click Chemistry and Applications
- Type
- article
- Field-Weighted Citation Impact
- 1.25
Funders
- National Natural Science Foundation of China
- Nanjing University of Chinese Medicine
- National Key Research and Development Program of China