Naked-eye and near-infrared fluorescence probe for hydrazine and its applications in in vitro and in vivo bioimaging.
Hydrazine has been applied diffusely in most of the chemical industry; however, it is a hazardous environmental pollutant and highly toxic to organisms. Selective, rapid, and sensitive detection of hydrazine thus becomes absolutely necessary in both biological and environmental sciences. Accordingly, fluorescence probes for hydrazine have been paid great attention in recent years. Disclosed here is the near-infrared (NIR) fluorescence probe with a turn-on fluorescent probe CyJ based on the structure-emission property relationships of the NIR dyes containing an acetyl group as the recognizing moiety. This new probe not only can be readily prepared, but also shows excellent sensing properties. First and most important of all, CyJ is highly selective for N2H4 over various anions, cations, and other amino compounds and has a low limit of detection (LOD) of hydrazine (5.4 ppb as fluorescence sensor and 6.1 ppb as UV sensor). Besides, CyJ exhibited a dramatic increase in fluorescence at λmax = 706 nm in the presence of N2H4, and it offers a rapid, colorimetric and vapor sensing detection process for N2H4 in both aqueous solution and diluted human serum. Furthermore, CyJ has good cell-membrane permeability and low cytotoxicity. In addition, we have successfully applied the CyJ to visualize N2H4 in live mouse and, for the first time, in tissues such as the liver, lung, kidney, heart, and spleen.
State Key Laboratory of Applied Organic Chemistry, and Key Laboratory of Special Function Materials and Structure Design, Ministry of Education, Lanzhou University , Lanzhou 730000, China.
Jianjian
J
Zhang
State Key Laboratory of Applied Organic Chemistry, and Key Laboratory of Special Function Materials and Structure Design, Ministry of Education, Lanzhou University , Lanzhou 730000, China.
Lulu
L
Ning
Key Lab of Ministry of Education for Protection and Utilization of Special Biological Resources, Ningxia University , Yinchuan 750021, China.
Jiting
J
Liu
State Key Laboratory of Applied Organic Chemistry, and Key Laboratory of Special Function Materials and Structure Design, Ministry of Education, Lanzhou University , Lanzhou 730000, China.
Jianxi
J
Wang
State Key Laboratory of Applied Organic Chemistry, and Key Laboratory of Special Function Materials and Structure Design, Ministry of Education, Lanzhou University , Lanzhou 730000, China.
Bianfei
B
Yu
State Key Laboratory of Applied Organic Chemistry, and Key Laboratory of Special Function Materials and Structure Design, Ministry of Education, Lanzhou University , Lanzhou 730000, China.
Xiaoyan
X
Liu
State Key Laboratory of Applied Organic Chemistry, and Key Laboratory of Special Function Materials and Structure Design, Ministry of Education, Lanzhou University , Lanzhou 730000, China.
Xiaojun
X
Yao
Key Lab of Ministry of Education for Protection and Utilization of Special Biological Resources, Ningxia University , Yinchuan 750021, China.
Ziping
Z
Zhang
State Key Laboratory of Applied Organic Chemistry, and Key Laboratory of Special Function Materials and Structure Design, Ministry of Education, Lanzhou University , Lanzhou 730000, China.
Haixia
H
Zhang
D000818:Animals; D002463:Cell Membrane Permeability / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D005260:Female; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D006367:HeLa Cells; D006801:Humans; D006834:Hydrazines / Q000032:analysis*; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D051379:Mice; D008815:Mice, Inbred Strains; D057054:Molecular Imaging / Q000379:methods*; D015394:Molecular Structure; D019370:Observation; D011789:Quantum Theory; D013050:Spectrometry, Fluorescence; D013329:Structure-Activity Relationship; D014018:Tissue Distribution; D014407:Tumor Cells, Cultured; D014785:Vision, Ocular; D014966:Xanthenes / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*
C000607444:CyJ fluorescence probe; D005456:Fluorescent Dyes; D006834:Hydrazines; D007211:Indoles; D014966:Xanthenes; C029424:hydrazine