Journal
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
Volume 247, Issue -, Pages -Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.saa.2020.119072
Keywords
Fluorescent probe; Prodrug; Biothiols; Sulfinic acid
Categories
Funding
- NSF [CHE1954826]
- NIH [GM125968]
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A unique reaction between thiols and alkyl sulfonylbenzothiazole was discovered, leading to the development of thiol-triggered fluorescent sensors and prodrugs with tunable release profiles of payloads.
A unique reaction between thiols (RSH) and alkyl sulfonylbenzothiazole was discovered. This reaction was specific for thiols and produced a sulfinic acid (RSO2H) as the intermediate, which further triggered an intramolecular cyclization to release a-OH containing payload. This reaction was used to develop thiol-triggered fluorescent sensors and prodrugs. The modular design of this template provides tunability of the release profiles of the payloads. (C) 2020 Elsevier B.V. All rights reserved.
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