Spiropyran-Merocyanine Based Photochromic Fluorescent Probes: Design, Synthesis, and Applications

被引:57
作者
Mandal, Moumi [1 ]
Banik, Dipanjan [1 ]
Karak, Anirban [1 ]
Manna, Saikat Kumar [2 ]
Mahapatra, Ajit Kumar [1 ]
机构
[1] Indian Inst Engn Sci & Technol, Dept Chem, Howrah 711103, W Bengal, India
[2] Haldia Govt Coll, Dept Chem, Purba Medinipu 711103, W Bengal, India
关键词
INTRACELLULAR PH; HYPOCHLOROUS ACID; REACTIVE OXYGEN; SENSOR; HOMEOSTASIS; DERIVATIVES; COPPER(II); ACTIVATION; APOPTOSIS; TOXICITY;
D O I
10.1021/acsomega.2c04969
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Due to ever-increasing insights into their funda-mental properties and photochromic behaviors, spiropyran derivatives are still a target of interest for researchers. The interswitching ability of this photochrome between the spiropyran (SP) and merocyanine (MC) isoforms under external stimuli (light, cations, anions, pH etc.) with different spectral properties as well as the protonation-deprotonation of its MC form allows researchers to use it suitably in sensing purposes by developing different colorimetric and fluorometric probes. Selective and sensitive recognition can be achieved by little modification of its SP moiety and functional groups. In this review, we emphasize the recent advancements (from 2019 to 2022) of spiropyran- merocyanine based fluorogenic and chromogenic probes for selective detection of various metal ions, anions, neutral analytes, and pH. We precisely explain their design strategies, sensing mechanisms, and biological and environmental applications. This review may accelerate the improvements in designing more advanced probes with innovative applications in the near future.
引用
收藏
页码:36988 / 37007
页数:20
相关论文
共 103 条
[1]   Chemo- and biosensing applications of spiropyran and its derivatives A review [J].
Ali, Ahsan Ausaf ;
Kharbash, Raisa ;
Kim, Yoosik .
ANALYTICA CHIMICA ACTA, 2020, 1110 :199-223
[2]   TOXICITY OF AROMATIC THIOLS IN THE HUMAN RED BLOOD-CELL [J].
AMROLIA, P ;
SULLIVAN, SG ;
STERN, A ;
MUNDAY, R .
JOURNAL OF APPLIED TOXICOLOGY, 1989, 9 (02) :113-118
[3]   Imaging tumor acidosis: a survey of the available techniques for mapping in vivo tumor pH [J].
Anemone, Annasofia ;
Consolino, Lorena ;
Arena, Francesca ;
Capozza, Martina ;
Longo, Dario Livio .
CANCER AND METASTASIS REVIEWS, 2019, 38 (1-2) :25-49
[4]  
[Anonymous], 1996, Zhang
[5]   Treatment of copper(II) containing wastewater by a newly developed ligand based facial conjugate materials [J].
Awual, Md Rabiul ;
Hasan, Md Munjur ;
Khaleque, Md Abdul ;
Sheikh, Md Chanmiya .
CHEMICAL ENGINEERING JOURNAL, 2016, 288 :368-376
[6]   Photoisomerization in different classes of azobenzene [J].
Bandara, H. M. Dhammika ;
Burdette, Shawn C. .
CHEMICAL SOCIETY REVIEWS, 2012, 41 (05) :1809-1825
[7]   Recent Advancements in Colorimetric and Fluorescent pH Chemosensors: From Design Principles to Applications [J].
Banik, Dipanjan ;
Manna, Saikat Kumar ;
Maiti, Anwesha ;
Mahapatra, Ajit Kumar .
CRITICAL REVIEWS IN ANALYTICAL CHEMISTRY, 2023, 53 (06) :1313-1373
[8]   Recent development of chromogenic and fluorogenic chemosensors for the detection of arsenic species: Environmental and biological applications [J].
Banik, Dipanjan ;
Manna, Saikat Kumar ;
Mahapatra, Ajit Kumar .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2021, 246
[9]   Identification of a molecular pH sensor in coral [J].
Barott, Katie L. ;
Barron, Megan E. ;
Tresguerres, Martin .
PROCEEDINGS OF THE ROYAL SOCIETY B-BIOLOGICAL SCIENCES, 2017, 284 (1866)
[10]   Substituent Correlations Characterized by Hammett Constants in the Spiropyran Merocyanine Transition [J].
Bruegner, Oliver ;
Reichenbach, Thomas ;
Sommer, Michael ;
Walter, Michael .
JOURNAL OF PHYSICAL CHEMISTRY A, 2017, 121 (13) :2683-2687