Chen Jian-Bo, Zhang Hui-Xian, Guo Xiao-Feng, Wang Hong, Zhang Hua-Shan
Key Laboratory of Analytical Chemistry for Biology and Medicine, Ministry of Education, Department of Chemistry, Wuhan University, Wuhan, 430072, China.
Anal Bioanal Chem. 2013 Sep;405(23):7447-56. doi: 10.1007/s00216-013-7177-6. Epub 2013 Jul 12.
Fluorescent probes with larger Stokes shifts in the far-visible and near-infrared spectral region (600-900 nm) are more superior for cellular imaging and biological analysis due to avoiding light scattering interference, reducing autofluorescence from biological sample and encouraging deeper tissue penetration in vivo imaging. In this work, two bis-methoxyphenyl-BODIPY fluorescent probes for the detection of nitric oxide (NO) have been firstly synthesized. Under physiological conditions, these probes can react with NO to form the corresponding triazoles with 250- and 70-fold turn-on fluorescence emitting at 590 and 620 nm, respectively. Moreover, the triazole forms of these probes have large Stokes shifts of 38 nm, in contrast to 10 nm of existing BODIPY probes for NO. Excellent selectivity has been observed against other reactive oxygen/nitrogen species, ascorbic acid and biological matrix. After the evaluation of MTT assay, new fluorescent probes have been successfully applied to fluorescence imaging of NO released from RAW 264.7 macrophages by co-stimulation of lipopolysaccharide and interferon-γ. The experimental results indicate that our fluorescent probes can be powerful candidates for fluorescence imaging of NO due to the low background interference and high detection sensitivity.
在远可见光和近红外光谱区域（600 - 900纳米）具有较大斯托克斯位移的荧光探针，由于能避免光散射干扰、减少生物样品的自发荧光并有利于在体内成像中实现更深的组织穿透，因而在细胞成像和生物分析方面更具优势。在这项工作中，首次合成了两种用于检测一氧化氮（NO）的双甲氧基苯基 - BODIPY荧光探针。在生理条件下，这些探针可与NO反应形成相应的三唑，分别在590纳米和620纳米处产生250倍和70倍的开启荧光发射。此外，这些探针的三唑形式具有38纳米的大斯托克斯位移，而现有的用于检测NO的BODIPY探针的斯托克斯位移为10纳米。已观察到对其他活性氧/氮物种、抗坏血酸和生物基质具有优异的选择性。经过MTT法评估后，新型荧光探针已成功应用于通过脂多糖和干扰素 - γ共同刺激从RAW 264.7巨噬细胞释放的NO的荧光成像。实验结果表明，由于背景干扰低和检测灵敏度高，我们的荧光探针可成为用于NO荧光成像的有力候选者。
