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http://hdl.handle.net/10397/96578
Title: | Functionalized quinolizinium-based fluorescent reagents for modification of cysteine-containing peptides and proteins | Authors: | Kung, KKY Xu, CF O, WY Yu, Q Chung, SF Tam, SY Leung, YC Wong, MK |
Issue Date: | 2022 | Source: | RSC advances, 2022, v. 12, no. 10, p. 6248-6254 | Abstract: | A series of quinolizinium-based fluorescent reagents were prepared by visible light-mediated gold-catalyzed cis-difunctionalization between quinolinium diazonium salts and electron-deficient alkyne-linked phenylethynyl trimethylsilanes. The electron-deficient alkynyl group of the quinolizinium-based fluorescent reagents underwent nucleophilic addition reaction with the sulfhydryl group on cysteine-containing peptides and proteins. The quinolizinium-based fluorescent reagents were found to function as highly selective reagents for the modification of cysteine-containing peptides and proteins with good to excellent conversions (up to 99%). Moreover, the modified BCArg mutants bearing cationic quinolizinium compounds 1b, 1d, 1e and 1h exhibit comparable activity in enzymatic and cytotoxicity assays to the unmodified one. | Publisher: | Royal Society of Chemistry | Journal: | RSC advances | EISSN: | 2046-2069 | DOI: | 10.1039/d1ra08329e | Rights: | © 2022 The Author(s). Published by the Royal Society of Chemistry This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence (https://creativecommons.org/licenses/by-nc/3.0/). The following publication Kung, K. K. Y., Xu, C. F., O, W. Y., Yu, Q., Chung, S. F., Tam, S. Y., ... & Wong, M. K. (2022). Functionalized quinolizinium-based fluorescent reagents for modification of cysteine-containing peptides and proteins. RSC advances, 12(10), 6248-6254 is available at https://doi.org/10.1039/D1RA08329E. |
Appears in Collections: | Journal/Magazine Article |
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