1428114-89-9Relevant academic research and scientific papers
A 2-(2′-hydroxyphenyl)benzothiazole (HBT)-quinoline conjugate: A highly specific fluorescent probe for Hg2+ based on ESIPT and its application in bioimaging
Sahana, Sunanda,Mishra, Gargi,Sivakumar, Sri,Bharadwaj, Parimal K.
, p. 20139 - 20146 (2015)
A benzothiazole derived chemosensor L has been designed based on the excited-state intramolecular proton transfer (ESIPT) mechanism to afford a fluorescence turn-on response specifically in the presence of Hg2+ ions over a host of biologically relevant metal ions as well as toxic heavy metal ions. The chemosensor exhibits high sensitivity with the detection limit down to 0.11 μM. The metal binding is supported by 1H NMR titrations, ESI-MS spectral analysis and substantiated by theoretical calculations using the density functional theory. The probe shows cell membrane permeability and efficiency for the detection of Hg2+ in HeLa cells.
A benzothiazole-based sensor for pyrophosphate (PPi) and ATP: Mechanistic insight for anion-induced ESIPT turn-on
Wang, Junfeng,Liu, Xiumin,Pang, Yi
, p. 6634 - 6638 (2014)
A benzothiazole derivative 2 bearing two 2,2′-dipicolylamine (DPA) groups was examined for its zinc-binding and subsequent anion sensing properties. The study revealed the anion sensing mechanism of polyphosphate anions via sequential binding to two zinc centers, on the basis of both 1H NMR and mass spectral evidence. The mechanistic insight would provide valuable information for the future design of new excited state intramolecular proton transfer (ESIPT) sensors. In addition, the zinc complex exhibited solvent-switchable selectivity, responding to pyrophosphate (PPi) in EtOH and adenosine 5′-triphosphate (ATP) in water. This journal is
Benzothiazolyl substituted spiropyrans with ion-driven photochromic transformation
Chernyshev, Anatoly V.,Demidov, Oleg P.,Gaeva, Elena B.,Metelitsa, Anatoly V.,Rostovtseva, Irina A.,Shepelenko, Konstantin E.,Solov'eva, Ekaterina V.,Voloshin, Nikolai A.
, (2020)
The present work is devoted to the synthesis and detailed investigation of new 8-benzothiazole containing spiropyrans. The investigated spiropyrans exist under colorless spirocyclic isomers exhibiting positive photochromism with thermo- and photoinduced b
Benzothiazole integrated into a cryptand for ESIPT-based selective chemosensor for Zn2+ ions
Gupta, Mayank,Sahana, Sunanda,Sharma, Vivekanand,Bharadwaj, Parimal K.
, p. 7801 - 7808 (2019/06/13)
A novel benzothiazole-based cryptand was designed and synthesized, and it exhibited high fluorescence intensity in the presence of Zn2+ ions based on the metal chelation inhibition of the excited state intramolecular proton transfer (ESIPT) process. The structure of the cryptand was confirmed by NMR, mass spectroscopy and X-ray crystallography. Importantly, this probe showed high selectivity over other biologically relevant metal ions and anions and a detection limit of 0.20 μM, which is acceptable within the EPA (US) limit.
A benzothiazole-based sensor for pyrophosphate (PPi) and ATP: Mechanistic insight for anion-induced ESIPT turn-on
Wang, Junfeng,Liu, Xiumin,Pang, Yi
supporting information, p. 6634 - 6638 (2015/05/20)
A benzothiazole derivative 2 bearing two 2,2′-dipicolylamine (DPA) groups was examined for its zinc-binding and subsequent anion sensing properties. The study revealed the anion sensing mechanism of polyphosphate anions via sequential binding to two zinc centers, on the basis of both 1H NMR and mass spectral evidence. The mechanistic insight would provide valuable information for the future design of new excited state intramolecular proton transfer (ESIPT) sensors. In addition, the zinc complex exhibited solvent-switchable selectivity, responding to pyrophosphate (PPi) in EtOH and adenosine 5′-triphosphate (ATP) in water.
FRET based 'red-switch' for Al3+ over ESIPT based 'green-switch' for Zn2+: Dual channel detection with live-cell imaging on a dyad platform
Goswami, Shyamaprosad,Manna, Abhishek,Paul, Sima,Maity, Anup Kumar,Saha, Partha,Quah, Ching Kheng,Fun, Hoong-Kun
, p. 34572 - 34576 (2014/11/08)
Our designed chemosensor, rhodamine-HBT-dyad (RHD), selectively detects two biologically important ions (Al3+ and Zn2+) at two different wavelengths ('naked-eye' colors red and green, respectively) through two different mechanisms (i
A turn on ESIPT probe for rapid and ratiometric fluorogenic detection of homocysteine and cysteine in water with live cell-imaging
Goswami, Shyamaprosad,Manna, Abhishek,Paul, Sima,Das, Avijit K.,Nandi, Prasanta K.,Maity, Anup Kumar,Saha, Partha
supporting information, p. 490 - 494 (2014/01/06)
5(Benzothiazol-2-yl)-4-hydroxyisophthalaldehyde (BHI), an intense ESIPT containing molecule in mixed media loses its properties due to resonance-assisted H-bond (RAHB) in absolute water. Due to resonance-assisted H-bond the o-aldehyde is more reactive than the other one. With addition of cysteine/homocysteine into this solution the o-aldehyde group gets transformed into thiazolidine/thiazine ring, respectively, and the phenolic proton becomes free enough for transfer to nitrogen of the benzothiazole ring in excited state, that is, the ESIPT of BHI is turned on. Thus we can detect cysteine/ homocysteine in water as well as in live cells.
Resonance-assisted hydrogen bonding induced nucleophilic addition to hamper ESIPT: Ratiometric detection of cyanide in aqueous media
Goswami, Shymaprosad,Manna, Abhishek,Paul, Sima,Das, Avijit K.,Aich, Krishnendu,Nandi, Prasanta K.
, p. 2912 - 2914 (2013/04/24)
For ratiometric "naked eye" detection of CN-, an ESIPT exhibiting benzothiazole receptor (BHI) is designed having one aldehyde group ortho and the other aldehyde para to the OH group respectively. Due to RAHBs, the ortho aldehyde group is highl
