Thiazolidin-5-imine Formation as a Catalyst-Free Bioorthogonal Reaction for Protein and Live Cell Labeling

Author(s)
Bi, Xiaobao; Yin, Juan; Rao, Chang; Balamkundu, Seetharamsing; Zhang, Dingpeng; ... Show more
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Abstract
A previously undescribed reaction involving the formation of a thiazolidin-5-imine linkage was developed for bio-conjugation. Being highly specific and operating in aqueous media, this simple condensation reaction is used to chemoselectively label peptides, proteins and living cells under physiological conditions without the need to use toxic catalysts or reducing reagents.
Date issued
2018-12
URI
https://hdl.handle.net/1721.1/125905
Department
Massachusetts Institute of Technology. Department of Biological Engineering; Singapore-MIT Alliance in Research and Technology (SMART); Singapore-MIT Alliance in Research and Technology (SMART)
Journal
Organic Letters
Publisher
American Chemical Society (ACS)
Citation
Bi, Xiaobao et al. "Thiazolidin-5-imine Formation as a Catalyst-Free Bioorthogonal Reaction for Protein and Live Cell Labeling." Organic Letter 20, 24 (December 2018): 7790–7793 © 2018 American Chemical Society
Version: Author's final manuscript
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