A series of simple curcumin-derived colorimetric and fluorescent probes for ratiometric-pH sensing and cell imaging

Song，Guangjie1,2; Jiang，Di1; Wang，Lei2; Sun，Xiangzhong2,3; Liu，Hongtian2; Tian，Yanqing2; Chen，Meiwan1

2021

10.1016/j.cclet.2021.06.076

CHINESE CHEMICAL LETTERS   影响因子和分区

1001-8417

1878-5964

Colorimetric and fluorescent probes have emerged as a potent tool for pH sensing due to easy operation and high sensitivity. However, most of the existing bimodal probes require complicated synthesis, which greatly limits their wide applications. Herein, a simple fluorescent dye (called BFCUR) featuring a D-π-A-π-D conjugated system was developed from the natural polyphenol curcumin (CUR). BFCUR exhibited significant red-shift in UV absorption and fluorescence emission as pH increased because of the deprotonation of the phenolic hydroxyl groups, which resulted in the enhanced intramolecular charge transfer (ICT). The ratiometric pH detection of BFCUR was achieved with remarkable accuracy by monitoring both the absorbance ratio A/A and the fluorescence intensity ratio I/I under various pH values. In addition, the clear color changes of BFCUR under different pH conditions were visible, which enabled BFCUR to be used in test strips for rapid, visual pH detection. Moreover, BFCUR exhibited low cytotoxicity, and was successfully applied for intracellular pH detection, where the fluorescence intensity was linearly related to pH value. This study highlighted the great potential of CUR-derived BFCUR as colorimetric and fluorescent probes for ratiometric-pH sensing and cell imaging.

Colorimetric response Fluorescent probe Natural product pH Bioimaging Ratiometric pH sensing

SCI

英语

通讯

National Natural Science Foundation of China[51922111,21774054,21574061] ; Science and Technology Development Fund, Macau SAR[083/2017/A2] ; Guangdong-Hong Kong-Macao Joint Laboratory of Optoelectronic and Magnetic Functional Materials[2019B121205002] ; Shenzhen Fundamental Research Programs[JCYJ20170412152922553]

Chemistry

Chemistry, Multidisciplinary

WOS:000746501400049

ELSEVIER SCIENCE INC

CHEMISTRY

2-s2.0-85112548209

Scopus

1.State Key Laboratory of Quality Research in Chinese Medicine,Institute of Chinese Medical Sciences,University of Macau,Macao
2.Department of Materials Science and Engineering,Southern University of Science and Technology,Shenzhen,518055,China
3.School of Physics and Technology,Wuhan University,Wuhan,430072,China

Song，Guangjie,Jiang，Di,Wang，Lei,et al. A series of simple curcumin-derived colorimetric and fluorescent probes for ratiometric-pH sensing and cell imaging[J]. CHINESE CHEMICAL LETTERS,2021,33(1).

Song，Guangjie.,Jiang，Di.,Wang，Lei.,Sun，Xiangzhong.,Liu，Hongtian.,...&Chen，Meiwan.(2021).A series of simple curcumin-derived colorimetric and fluorescent probes for ratiometric-pH sensing and cell imaging.CHINESE CHEMICAL LETTERS,33(1).

Song，Guangjie,et al."A series of simple curcumin-derived colorimetric and fluorescent probes for ratiometric-pH sensing and cell imaging".CHINESE CHEMICAL LETTERS 33.1(2021).