Synthetic biohybrid peptidoglycan oligomers enable pan-bacteria-specific labeling and imaging : in vitro and in vivo
Peptidoglycan is the core component of the bacterial cell wall, which makes it an attractive target for the development of bacterial targeting agents. Intercepting its enzymatic assembly with synthetic substrates allows for labeling and engineering of live bacterial cells. Over the past two decades,...
| Main Authors: | , , , , , , , , , , , , |
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| Format: | Journal Article |
| Language: | English |
| Published: |
2020
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| Online Access: | https://hdl.handle.net/10356/138576 |
| _version_ | 1826110597855444992 |
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| author | He Jing-Xi Hoang, Kim Le Mai Kho, Shu Hui Guo, Zhong Zhong, Wenbin Thappeta, Kishore Reddy Venkata Zamudio-Vázquez, Rubi Hoo, Sin Ni Xiong, Qirong Duan, Hongwei Yang, Liang Chan-Park, Mary Bee Eng Liu, Xue-Wei |
| author2 | School of Chemical and Biomedical Engineering |
| author_facet | School of Chemical and Biomedical Engineering He Jing-Xi Hoang, Kim Le Mai Kho, Shu Hui Guo, Zhong Zhong, Wenbin Thappeta, Kishore Reddy Venkata Zamudio-Vázquez, Rubi Hoo, Sin Ni Xiong, Qirong Duan, Hongwei Yang, Liang Chan-Park, Mary Bee Eng Liu, Xue-Wei |
| author_sort | He Jing-Xi |
| collection | NTU |
| description | Peptidoglycan is the core component of the bacterial cell wall, which makes it an attractive target for the development of bacterial targeting agents. Intercepting its enzymatic assembly with synthetic substrates allows for labeling and engineering of live bacterial cells. Over the past two decades, small-molecule-based labeling agents, such as antibiotics, D-amino acids or monosaccharides have been developed for probing biological processes in bacteria. Herein, peptidoglycan oligomers, substrates for transglycosylation, are prepared for the first time using a top-down approach, which starts from chitosan as a cheap feedstock. A high efficiency of labeling has been observed in all bacterial strains tested using micromolar substrates. In contrast, uptake into mammalian cells was barely observable. Additional mechanistic studies support a hypothesis of bacteria-specific metabolic labeling rather than non-specific binding to the bacterial surface. Eventually, its practicality in bacterial targeting capability is demonstrated in resistant strain detection and in vivo infection models. |
| first_indexed | 2024-10-01T02:37:10Z |
| format | Journal Article |
| id | ntu-10356/138576 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T02:37:10Z |
| publishDate | 2020 |
| record_format | dspace |
| spelling | ntu-10356/1385762024-03-27T01:16:52Z Synthetic biohybrid peptidoglycan oligomers enable pan-bacteria-specific labeling and imaging : in vitro and in vivo He Jing-Xi Hoang, Kim Le Mai Kho, Shu Hui Guo, Zhong Zhong, Wenbin Thappeta, Kishore Reddy Venkata Zamudio-Vázquez, Rubi Hoo, Sin Ni Xiong, Qirong Duan, Hongwei Yang, Liang Chan-Park, Mary Bee Eng Liu, Xue-Wei School of Chemical and Biomedical Engineering School of Physical and Mathematical Sciences NTU Institute for Health Technologies Science::Chemistry Peptidoglycan is the core component of the bacterial cell wall, which makes it an attractive target for the development of bacterial targeting agents. Intercepting its enzymatic assembly with synthetic substrates allows for labeling and engineering of live bacterial cells. Over the past two decades, small-molecule-based labeling agents, such as antibiotics, D-amino acids or monosaccharides have been developed for probing biological processes in bacteria. Herein, peptidoglycan oligomers, substrates for transglycosylation, are prepared for the first time using a top-down approach, which starts from chitosan as a cheap feedstock. A high efficiency of labeling has been observed in all bacterial strains tested using micromolar substrates. In contrast, uptake into mammalian cells was barely observable. Additional mechanistic studies support a hypothesis of bacteria-specific metabolic labeling rather than non-specific binding to the bacterial surface. Eventually, its practicality in bacterial targeting capability is demonstrated in resistant strain detection and in vivo infection models. MOE (Min. of Education, S’pore) Accepted version 2020-05-08T09:05:48Z 2020-05-08T09:05:48Z 2020 Journal Article He, J.-X., Hoang, K. L. M., Kho, S. H., Guo, Z., Zhong, W., Thappeta, K. R. V., . . . Liu, X.-W. (2020). Synthetic biohybrid peptidoglycan oligomers enable pan-bacteria-specific labeling and imaging : in vitro and in vivo. Chemical Science, 11(12), 3171-3179. doi:10.1039/c9sc06345e 2041-6520 https://hdl.handle.net/10356/138576 10.1039/c9sc06345e 2-s2.0-85082672981 12 11 3171 3179 en Chemical Science © 2020 The Author(s) (published by Royal Society of Chemistry) (Open Access). This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. application/pdf application/pdf |
| spellingShingle | Science::Chemistry He Jing-Xi Hoang, Kim Le Mai Kho, Shu Hui Guo, Zhong Zhong, Wenbin Thappeta, Kishore Reddy Venkata Zamudio-Vázquez, Rubi Hoo, Sin Ni Xiong, Qirong Duan, Hongwei Yang, Liang Chan-Park, Mary Bee Eng Liu, Xue-Wei Synthetic biohybrid peptidoglycan oligomers enable pan-bacteria-specific labeling and imaging : in vitro and in vivo |
| title | Synthetic biohybrid peptidoglycan oligomers enable pan-bacteria-specific labeling and imaging : in vitro and in vivo |
| title_full | Synthetic biohybrid peptidoglycan oligomers enable pan-bacteria-specific labeling and imaging : in vitro and in vivo |
| title_fullStr | Synthetic biohybrid peptidoglycan oligomers enable pan-bacteria-specific labeling and imaging : in vitro and in vivo |
| title_full_unstemmed | Synthetic biohybrid peptidoglycan oligomers enable pan-bacteria-specific labeling and imaging : in vitro and in vivo |
| title_short | Synthetic biohybrid peptidoglycan oligomers enable pan-bacteria-specific labeling and imaging : in vitro and in vivo |
| title_sort | synthetic biohybrid peptidoglycan oligomers enable pan bacteria specific labeling and imaging in vitro and in vivo |
| topic | Science::Chemistry |
| url | https://hdl.handle.net/10356/138576 |
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