Bioorthogonal Self-Immolative Linker Based on Grob Fragmentation.
American Chemical Society (ACS)
MetadataShow full item record
Ferhati, X., Salas-Cubero, M., Garrido, P., García-Sanmartín, J., Guerreiro, A., Avenoza, A., Busto, J. H., et al. (2021). Bioorthogonal Self-Immolative Linker Based on Grob Fragmentation.. Org Lett, 23 (21), 8580-8584. https://doi.org/10.1021/acs.orglett.1c03299
A self-immolative bioorthogonal conditionally cleavable linker based on Grob fragmentation is described. It is derived from 1,3-aminocyclohexanols and allows the release of sulfonate-containing compounds in aqueous media. Modulation of the amine pKa promotes fragmentation even at slightly acidic pH, a common feature of several tumor environments. The Grob fragmentation can also occur under physiological conditions in living cells, highlighting the potential bioorthogonal applicability of this reaction.
European Commission Horizon 2020 (H2020) Marie Sk?odowska-Curie actions (675007)
External DOI: https://doi.org/10.1021/acs.orglett.1c03299
This record's URL: https://www.repository.cam.ac.uk/handle/1810/332164
Attribution 4.0 International
Licence URL: https://creativecommons.org/licenses/by/4.0/
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