Thiazolidin-5-imine formation as a catalyst-free bioorthogonal reaction for protein and live cell labeling

A previously undescribed reaction involving the formation of a thiazolidin-5-imine linkage was developed for bioconjugation. Being highly specific and operating in aqueous media, this simple condensation reaction is used to chemoselectively label peptides, proteins, and living cells under physiologi...

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Main Authors: Bi, Xiaobao, Yin, Juan, Rao, Chang, Balamkundu, Seetharamsing, Banerjee, Biplab, Zhang, Dingpeng, Zhang, Dawei, Dedon, Peter C., Liu, Chuan-Fa
Other Authors: School of Biological Sciences
Format: Article
Language:English
Published: 2021
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Online Access:https://hdl.handle.net/10356/150739
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1507392021-06-15T01:09:36Z Thiazolidin-5-imine formation as a catalyst-free bioorthogonal reaction for protein and live cell labeling Bi, Xiaobao Yin, Juan Rao, Chang Balamkundu, Seetharamsing Banerjee, Biplab Zhang, Dingpeng Zhang, Dawei Dedon, Peter C. Liu, Chuan-Fa School of Biological Sciences Science::Biological sciences Chemical Structure Fluorescence Imaging A previously undescribed reaction involving the formation of a thiazolidin-5-imine linkage was developed for bioconjugation. 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. Agency for Science, Technology and Research (A*STAR) Ministry of Education (MOE) National Research Foundation (NRF) Singapore-MIT Alliance for Research and Technology (SMART) This research is supported by A*STAR (ETPL-QP-19-06) and the Ministry of Education (NGF-2017-03-040; MOE 2016-T3-1-003) of Singapore and by the Singapore National Research Foundation under its Antimicrobial Resistance IRG administered by the Singapore-MIT Alliance for Research and Technology. 2021-06-15T01:09:36Z 2021-06-15T01:09:36Z 2018 Journal Article Bi, X., Yin, J., Rao, C., Balamkundu, S., Banerjee, B., Zhang, D., Zhang, D., Dedon, P. C. & Liu, C. (2018). Thiazolidin-5-imine formation as a catalyst-free bioorthogonal reaction for protein and live cell labeling. Organic Letters, 20(24), 7790-7793. https://dx.doi.org/10.1021/acs.orglett.8b03195 1523-7060 https://hdl.handle.net/10356/150739 10.1021/acs.orglett.8b03195 30517009 2-s2.0-85059659831 24 20 7790 7793 en ETPL-QP-19-06 NGF-2017-03-040 MOE 2016-T3-1-003 Organic Letters © 2018 American Chemical Society. All rights reserved.
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Science::Biological sciences
Chemical Structure
Fluorescence Imaging
spellingShingle Science::Biological sciences
Chemical Structure
Fluorescence Imaging
Bi, Xiaobao
Yin, Juan
Rao, Chang
Balamkundu, Seetharamsing
Banerjee, Biplab
Zhang, Dingpeng
Zhang, Dawei
Dedon, Peter C.
Liu, Chuan-Fa
Thiazolidin-5-imine formation as a catalyst-free bioorthogonal reaction for protein and live cell labeling
description A previously undescribed reaction involving the formation of a thiazolidin-5-imine linkage was developed for bioconjugation. 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.
author2 School of Biological Sciences
author_facet School of Biological Sciences
Bi, Xiaobao
Yin, Juan
Rao, Chang
Balamkundu, Seetharamsing
Banerjee, Biplab
Zhang, Dingpeng
Zhang, Dawei
Dedon, Peter C.
Liu, Chuan-Fa
format Article
author Bi, Xiaobao
Yin, Juan
Rao, Chang
Balamkundu, Seetharamsing
Banerjee, Biplab
Zhang, Dingpeng
Zhang, Dawei
Dedon, Peter C.
Liu, Chuan-Fa
author_sort Bi, Xiaobao
title Thiazolidin-5-imine formation as a catalyst-free bioorthogonal reaction for protein and live cell labeling
title_short Thiazolidin-5-imine formation as a catalyst-free bioorthogonal reaction for protein and live cell labeling
title_full Thiazolidin-5-imine formation as a catalyst-free bioorthogonal reaction for protein and live cell labeling
title_fullStr Thiazolidin-5-imine formation as a catalyst-free bioorthogonal reaction for protein and live cell labeling
title_full_unstemmed Thiazolidin-5-imine formation as a catalyst-free bioorthogonal reaction for protein and live cell labeling
title_sort thiazolidin-5-imine formation as a catalyst-free bioorthogonal reaction for protein and live cell labeling
publishDate 2021
url https://hdl.handle.net/10356/150739
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