Journal
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 25, Issue 1, Pages 16-19Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2014.11.041
Keywords
Nitroxyl; Nitric oxide; Staudinger ligation; Phosphine; Fluorescence microscopy
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Funding
- NIH [HL62198]
- Comprehensive Cancer Center of Wake Forest University [NCI CCSG P30CA012197]
- NSF-CRIF [0947028]
- US NSF
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [0947028] Funding Source: National Science Foundation
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A novel fluorescein-based fluorescent probe for nitroxyl (HNO) based on the reductive Staudinger ligation of HNO with an aromatic phosphine was prepared. This probe reacts with HNO derived from Angeli's salt and 4-bromo Piloty's acid under physiological conditions without interference by other biological redox species. Confocal microscopy demonstrates this probe detects HNO by fluorescence in HeLa cells and mass spectrometric analysis of cell lysates confirms this probe detects HNO following the proposed mechanism. (C) 2014 Elsevier Ltd. All rights reserved.
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