Thiazolidin-5-imine Formation as a Catalyst-Free Bioorthogonal Reaction for Protein and Live Cell Labeling
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manuscript-OL-Bi Xiaobao.pdf
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Author(s) • • • • • •
Bi, Xiaobao
Yin, Juan
Rao, Chang
Balamkundu, Seetharamsing
Zhang, Dingpeng
Dedon, Peter C
Liu, Chuan-Fa
Date Issued
December 2018
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
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.
MIT 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)
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Creative Commons Attribution-Noncommercial-Share Alike
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DOI of Published Version
https://doi.org/10.1021/acs.orglett.8b03195