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A Mitochondria-Targetable Fluorescent Probe for Dual-Channel NO Imaging Assisted by Intracellular Cysteine and Glutathione

Author:
Sun, Yuan-Qiang, Liu, Jing, Zhang, Hongxing, Huo, Yingying, Lv, Xin, Shi, Yawei, Guo, Wei
Source:
Journal of the American Chemical Society 2014 v.136 no.36 pp. 12520-12523
ISSN:
1520-5126
Subject:
ascorbic acid, cysteine, dehydroascorbic acid, fluorescent dyes, glutathione, image analysis, mitochondria, nitric oxide, nitrogen, oxygen, triazoles
Abstract:
A mitochondria-specific fluorescent probe for NO (1) was synthesized by the direct conjugation of a pyronin dye with one of the amino groups of o-phenylenediamino (OPD). The probe could selectively detect NO over dehydroascorbic acid (DHA), ascorbic acid (AA), and methylglyoxal (MGO) as well as the reactive oxygen/nitrogen species (ROS/RNS) with the significant off–on response due to the production of a red-emission triazole 2. In the presence of cysteine/glutathione (Cys/GSH), 2 could be further transformed into a green-emission aminopyronin 4 and a red-emission thiopyronin 5, respectively. Assisted by intracellular Cys and GSH, the probe demonstrated its potential to monitor mitochondrial NO in a dual-channel mode.
Agid:
5399379