A sensitive pH fluorescent probe based on triethylenetetramine bearing double dansyl groups in aqueous solutions and its application in cells

Zhou, Hongqi1,4; Feng, Ruihong1; Liang, Qingjian5; Su, Xiaoping1; Deng, Lefang1; Yang, Liting1; Ma, Li-Jun1,2,3

2020

10.1016/j.saa.2019.117881

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY   影响因子和分区

1386-1425

pH fluorescent probes possess many advantages, including intracellular detection, rapid response time and nondestructive testing. In this paper, a highly selective and sensitive fluorescent pH probe based on triethylenetetramine bearing double dansyl groups (1) was synthesized. This probe offers fluorescent measurement of pH value in the range of 5.81–7.21 in aqueous solution, with an 8.64-fold enhancement of fluorescent emission intensity over the unmodified probe. Probe 1 shows a fluorescent color change from a pale yellow to bright green when the pH is increased from 5.81 to 7.21. In addition, probe 1 shows good potential as a fluorescent visualizing sensor for pH values in living GS cells of epinepheluscoioides. The mechanism of the fluorescent response of probe 1 to solution pHs was further clarified by NMR, fluorescent spectra, and UV–vis absorption spectra. The results indicate that the fluorescent emission will shift with an increase in solution pHs, due to increasing deprotonation of the nitrogen atom on the sulfonamides. Deprotonation of the sulfonamide group will inhibits the intramolecular charge transfer process between the imino group and the naphthalene ring, resulting in the recognition phenomenon of blue shift and enhancement of fluorescent emission intensity.
© 2019 Elsevier B.V.

Fluorescent probe pH A high sensitive Dansyl group Triethylenetetramine

SCI ; EI

英语

其他

Guangzhou Science and Technology Program key projects[201804010465] ; Natural Science Foundation of Guangdong Province[2015A030313392]

Spectroscopy

Spectroscopy

WOS:000513007800015

Elsevier B.V.

20195007829323

Amides ; Blue shift ; Charge transfer ; Fluorescence spectroscopy ; Naphthalene ; Nondestructive examination ; pH ; Probes ; Solution mining ; Sulfur compounds

Mine and Quarry Operations:502.1 ; Light/Optics:741.1 ; Optical Devices and Systems:741.3 ; Chemistry, General:801.1 ; Chemical Reactions:802.2 ; Organic Compounds:804.1

CHEMISTRY

Web of Science

1.School of Chemistry, South China Normal University, Guangzhou; 510006, China
2.School of Chemistry, Guangzhou Key Laboratory of Analytical Chemistry for Biomedicine, South China Normal University, Guangzhou; 510006, China
3.Key Laboratory of Theoretical Chemistry of Environment Ministry of Education, South China Normal University, Guangzhou; 510631, China
4.Department of Chemistry, Southern University of Science and Technology, Shenzhen; 518055, China
5.College of Life Science, South China Normal University, Guangzhou; 510631, China

Zhou, Hongqi,Feng, Ruihong,Liang, Qingjian,et al. A sensitive pH fluorescent probe based on triethylenetetramine bearing double dansyl groups in aqueous solutions and its application in cells[J]. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,2020,229.

Zhou, Hongqi.,Feng, Ruihong.,Liang, Qingjian.,Su, Xiaoping.,Deng, Lefang.,...&Ma, Li-Jun.(2020).A sensitive pH fluorescent probe based on triethylenetetramine bearing double dansyl groups in aqueous solutions and its application in cells.SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,229.

Zhou, Hongqi,et al."A sensitive pH fluorescent probe based on triethylenetetramine bearing double dansyl groups in aqueous solutions and its application in cells".SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY 229(2020).