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Silicon-Containing Thiol-Specific Bioconjugating Reagent.

Authors :
Zhang Z
Li L
Xu H
Lee CK
Jia Z
Loh TP
Source :
Journal of the American Chemical Society [J Am Chem Soc] 2024 Jan 24; Vol. 146 (3), pp. 1776-1782. Date of Electronic Publication: 2024 Jan 10.
Publication Year :
2024

Abstract

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.

Details

Language :
English
ISSN :
1520-5126
Volume :
146
Issue :
3
Database :
MEDLINE
Journal :
Journal of the American Chemical Society
Publication Type :
Academic Journal
Accession number :
38198597
Full Text :
https://doi.org/10.1021/jacs.3c12050