Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 19, Issue 35, Pages 11672-11675Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201300494
Keywords
dendrimers; fluorescence; hydroxylamine; hypochlorite; structure fragmentation
Categories
Funding
- National Health Research Institutes of Taiwan [NHRI-NM-101-PP-10]
- National Science Council of Taiwan [NSC-100-2113-M-400-001-MY3]
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Herein, a promising sensing approach based on the structure fragmentation of poly(amidoamine) (PAMAM) dendrimers for the selective detection of intracellular hypochlorite (OCl-) is reported. PAMAM dendrimers were easily disrupted by a cascade of oxidations in the tertiary amines of the dendritic core to produce an unsaturated hydroxylamine with blue fluorescence. Specially, the novel fluorophore was only sensitive to OCl-, one of reactive oxygen species (ROS), resulting in an irreversible fluorescence turn-off. The fluorescent hydroxylamine was selectively oxidised by OCl- to form a labile oxoammonium cation that underwent further degradation. Without using any troublesomely synthetic steps, the novel sensing platform based on the fragmentation of PAMAM dendrimers, can be applied to detect OCl- in macrophage cells. The results suggest that the sensing approach may be useful for the detection of intracellular OCl- with minimal interference from biological matrixes.
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