Journal
TETRAHEDRON LETTERS
Volume 56, Issue 47, Pages 6569-6573Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2015.10.019
Keywords
Spiropyran; Thiol; Colorimetric sensor
Categories
Funding
- National Institute of Health [RO1 EB000393, RR11973]
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In this work we synthesize molecular switches that are responsive to cysteine, homocysteine, and glutathione; three redox systems that make up the majority of the body's antioxidant defenses. Synthesized spiropyran isomers with conjugation-ready linkages showed good selectivity of response to these major antioxidant thiols over nucleophilic amino acids; however the position of the linking group can affect selectivity and reversibility of the switching response. An isomer with selectivity for cysteine against GSH and Hcy was identified. (C) 2015 Elsevier Ltd. All rights reserved.
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