Silicon-containing thiol-specific bioconjugating reagent
A new bioconjugation reagent containing silicon has been developed for the selective reaction with thiols. The inclusion of silicon significantly improves chemoselectivity and suppresses retro processes, thereby exceeding the capabilities of traditional reagents. The method is versatile and compatib...
| Main Authors: | , , , , , |
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| Other Authors: | |
| Format: | Journal Article |
| Language: | English |
| Published: |
2024
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| Subjects: | |
| Online Access: | https://hdl.handle.net/10356/178414 |
| _version_ | 1826125601326497792 |
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| author | Zhang, Zhenguo Li, Lanyang Xu, Hailun Lee, Ken Chi-Lik Jia, Zhenhua Loh, Teck-Peng |
| author2 | School of Chemistry, Chemical Engineering and Biotechnology |
| author_facet | School of Chemistry, Chemical Engineering and Biotechnology Zhang, Zhenguo Li, Lanyang Xu, Hailun Lee, Ken Chi-Lik Jia, Zhenhua Loh, Teck-Peng |
| author_sort | Zhang, Zhenguo |
| collection | NTU |
| description | A new bioconjugation reagent containing silicon has been developed for the selective reaction with thiols. The inclusion of silicon significantly improves chemoselectivity and suppresses retro processes, thereby exceeding the capabilities of traditional reagents. The method is versatile and compatible with a broad range of thiols and unsaturated carbonyl compounds and yields moderate to high results. These reactions can be conducted under biocompatible conditions, thereby making them suitable for protein bioconjugation. The resulting conjugates display good stability in the presence of various biomolecules, which suggests their potential application for the synthesis of antibody-drug conjugates. Furthermore, the presence of a silicon moiety within the conjugated products opens up new avenues for drug release and bridging inorganics with other disciplines. This new class of silicon-containing thiol-specific bioconjugation reagents has significant implications for researchers working in bioanalytical science and medicinal chemistry and leads to innovative opportunities for advancing the field of bioconjugation research and medicinal chemistry. |
| first_indexed | 2024-10-01T06:39:19Z |
| format | Journal Article |
| id | ntu-10356/178414 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T06:39:19Z |
| publishDate | 2024 |
| record_format | dspace |
| spelling | ntu-10356/1784142024-06-21T15:31:49Z Silicon-containing thiol-specific bioconjugating reagent Zhang, Zhenguo Li, Lanyang Xu, Hailun Lee, Ken Chi-Lik Jia, Zhenhua Loh, Teck-Peng School of Chemistry, Chemical Engineering and Biotechnology Chemistry Biocompatibility Carbonyl compounds A new bioconjugation reagent containing silicon has been developed for the selective reaction with thiols. The inclusion of silicon significantly improves chemoselectivity and suppresses retro processes, thereby exceeding the capabilities of traditional reagents. The method is versatile and compatible with a broad range of thiols and unsaturated carbonyl compounds and yields moderate to high results. These reactions can be conducted under biocompatible conditions, thereby making them suitable for protein bioconjugation. The resulting conjugates display good stability in the presence of various biomolecules, which suggests their potential application for the synthesis of antibody-drug conjugates. Furthermore, the presence of a silicon moiety within the conjugated products opens up new avenues for drug release and bridging inorganics with other disciplines. This new class of silicon-containing thiol-specific bioconjugation reagents has significant implications for researchers working in bioanalytical science and medicinal chemistry and leads to innovative opportunities for advancing the field of bioconjugation research and medicinal chemistry. Agency for Science, Technology and Research (A*STAR) Nanyang Technological University Submitted/Accepted version We gratefully acknowledge the financial support from Distinguished University Professor grant (Nanyang Technological University) and the Agency for Science, Technology,and Research (A*STAR) under its MTC Individual Researchgrant (M21K2c0114) and RIE2025 MTC Programmatic Fund (M22K9b0049) for T.-P.L. 2024-06-18T08:23:39Z 2024-06-18T08:23:39Z 2024 Journal Article Zhang, Z., Li, L., Xu, H., Lee, K. C., Jia, Z. & Loh, T. (2024). Silicon-containing thiol-specific bioconjugating reagent. Journal of the American Chemical Society, 146(3), 1776-1782. https://dx.doi.org/10.1021/jacs.3c12050 0002-7863 https://hdl.handle.net/10356/178414 10.1021/jacs.3c12050 38198597 2-s2.0-85182582017 3 146 1776 1782 en M21K2c0114 M22K9b0049 Journal of the American Chemical Society © 2024 American Chemical Society. All rights reserved. This article may be downloaded for personal use only. Any other use requires prior permission of the copyright holder. The Version of Record is available online at http://doi.org/10.1021/jacs.3c12050. application/pdf |
| spellingShingle | Chemistry Biocompatibility Carbonyl compounds Zhang, Zhenguo Li, Lanyang Xu, Hailun Lee, Ken Chi-Lik Jia, Zhenhua Loh, Teck-Peng Silicon-containing thiol-specific bioconjugating reagent |
| title | Silicon-containing thiol-specific bioconjugating reagent |
| title_full | Silicon-containing thiol-specific bioconjugating reagent |
| title_fullStr | Silicon-containing thiol-specific bioconjugating reagent |
| title_full_unstemmed | Silicon-containing thiol-specific bioconjugating reagent |
| title_short | Silicon-containing thiol-specific bioconjugating reagent |
| title_sort | silicon containing thiol specific bioconjugating reagent |
| topic | Chemistry Biocompatibility Carbonyl compounds |
| url | https://hdl.handle.net/10356/178414 |
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