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Selective Functionalization of a Genetically Encoded Alkene-Containing Protein via “Photoclick Chemistry” in Bacterial Cells
Abstract
We report a tetrazole-based, photoclick chemistry that can be employed to selectively functionalize an alkene genetically encoded in a protein inside E. coli cells. The reaction involved the treatment of E. coli cells with cell-permeable tetrazoles followed by a brief photo irradiation at 302 nm (4 min) and an overnight incubation at 4 degrees C. This in vivo alkene functionalization procedure was simple, straightforward, and nontoxic to E. coli cells. Additionally, fluorescent adducts were formed, facilitating the monitoring of the reaction in vivo. This reaction should offer a new tool for the study of alkene-containing proteins in living systems.
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Cited by
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Jewett, J. C., & Bertozzi, C. R. (2010) · Chemical Society Reviews · doi:10.1039/b901970g · Cited by 1,684
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Lang, K., & Chin, J. W. (2014) · ACS Chemical Biology · doi:10.1021/cb4009292 · Cited by 555
Expanding and Reprogramming the Genetic Code of Cells and Animals
Chin, J. W. (2014) · Annual Review of Biochemistry · doi:10.1146/annurev-biochem-060713-035737 · Cited by 476
Chen, Z., Chen, M., Cheng, Y., Kowada, T., Xie, J., Zheng, X., & Rao, J. (2020) · Angewandte Chemie International Edition · doi:10.1002/anie.201913314 · Cited by 71
Chemical modifications of proteins and their applications in metalloenzyme studies
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Metadata
- Authors
- Song, W., Wang, Y., Qu, J., & Lin, Q.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2008-07-01
- Volume
- 130
- Issue
- 30
- Pages
- 9654-9655
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W1966819685
- Cited by
- 354
- References
- 0
- FWCI
- 11.39
- Type
- journal article
- Language
- en
- Open access
- closed
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Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
