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Fast Alkene Functionalization In Vivo by Photoclick Chemistry: HOMO Lifting of Nitrile Imine Dipoles
Open accessAbstract
Extremely fast fluorescence labeling (<1 min) of a recombinant alkene‐encoded protein in living Escherichia coli cells was observed with tetrazole 1. The electron‐donating methoxy substituent raises the energy of the highest occupied molecular orbital of the nitrile–imine intermediate derived from 1. This strategy greatly accelerates the functionalization of alkenes by 1,3‐dipolar cycloaddition in living systems.magnified image
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Cited by
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McKay, C. S., & Finn, M. G. (2014) · Chemistry & Biology · doi:10.1016/j.chembiol.2014.09.002 · Cited by 768
Scinto, S. L., Bilodeau, D. A., Hincapie, R., Lee, W., Nguyen, S. S., Xu, M., am Ende, C. W., Finn, M. G., Lang, K., Lin, Q., et al. (2021) · Nature Reviews Methods Primers · doi:10.1038/s43586-021-00028-z · Cited by 592
Self-citationExpanding 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
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Metadata
- Authors
- Wang, Y., Song, W., Hu, W. J., & Lin, Q.
- Venue
- Angewandte Chemie International Edition
- Publisher
- Wiley
- Published
- 2009-07
- Volume
- 48
- Issue
- 29
- Pages
- 5330-5333
- ISSN
- 1433-7851 (ISSN-L)
- 1521-3773
- OpenAlex
- W2157623410
- Cited by
- 198
- References
- 0
- FWCI
- 6.54
- Type
- journal article
- Language
- en
- Open access
- green
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- Wang, Y., Song, W., Hu, W. J., & Lin, Q. (2009). Fast Alkene Functionalization In Vivo by Photoclick Chemistry: HOMO Lifting of Nitrile Imine Dipoles. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.200901220
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