Photochemical-Promoted Cross-Coupling Reaction of Alkyl Boronate Esters with DNA-Conjugated Aryl Bromides for DNA-Encoded Library Synthesis
The C(sp<sup>2</sup>)-C(sp<sup>3</sup>) cross-coupling reaction is an effective way to increase the C(sp<sup>3</sup>) content in compound collections for drug discovery, enhancing molecular diversity and offering a unique chemistry starting point. In this study, we report a mild, DNA-compatible, and off-DNA-inert photochemical cross-coupling reaction inspired by the amino radical transfer strategy. This method demonstrates broad substrate scopes for DNA-encoded library (DEL) constructions, utilizing commonly available structures on DNA and diverse alkyl boronate ester building blocks, which have not been widely applied in the current DEL chemical space.
Authors
- Xiaojie Lu (ORCID: https://orcid.org/0000-0002-3600-288X)
- Yinan Song (ORCID: https://orcid.org/0000-0002-0532-8430)
- Weiwei Lu (ORCID: https://orcid.org/0000-0002-9940-5125)
- Avinash S. Bhat
- Zhiqiang Duan (ORCID: https://orcid.org/0000-0002-0033-3919)
- Nidhal Selmi
- Giulia Bergonzini
- Xudong Wang (ORCID: https://orcid.org/0000-0002-2707-5075)
- Yiwei Zhang (ORCID: https://orcid.org/0000-0002-9374-1750)
- Rui Jin (ORCID: https://orcid.org/0000-0002-3344-4607)
- Sixiu Liu (ORCID: https://orcid.org/0000-0002-0633-519X)
- Baiyang Mu (ORCID: https://orcid.org/0000-0002-0735-7681)
- Sara Pahlén (ORCID: https://orcid.org/0009-0004-6798-7855)
Institutions
- Chinese Academy of Sciences (CN)
- Second Hospital of Shandong University (CN)
- Shanghai Institute of Materia Medica (CN)
- AstraZeneca (Brazil) (BR)
- Chemical Synthesis Lab (SG)
- University of Chinese Academy of Sciences (CN)
Publication Details
- Journal
- Bioconjugate Chemistry
- Published
- 2025-03-27
- DOI
- https://doi.org/10.1021/acs.bioconjchem.4c00581
- Citations
- 3
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 2.81
Funders
- National Natural Science Foundation of China
- Shanghai Institute of Materia Medica, Chinese Academy of Sciences