Hydrogen bonding interactions induced excited state proton transfer and fluoride anion sensing mechanism for 2‐(3,5‐dichloro‐2,6‐dihydroxy‐phenyl)‐benzoxazole‐5‐carboxylicacid

2020 ◽  
Vol 33 (6) ◽  
Author(s):  
Guang Yang ◽  
Xiaofeng Jin ◽  
Kaifeng Chen ◽  
Dapeng Yang
Keyword(s):  
Hydrogen Bonding ◽  
Excited State ◽  
Proton Transfer ◽  
Fluoride Anion ◽  
Anion Sensing ◽  
Sensing Mechanism ◽  
Hydrogen Bonding Interactions ◽  
Excited State Proton Transfer

scholarly journals Investigation of the intramolecular hydrogen bonding interactions and excited state proton transfer mechanism for both Br-BTN and CN-BTN systems

RSC Advances ◽  
2019 ◽  
Vol 9 (40) ◽  
pp. 23004-23011 ◽  
Author(s):  
Dapeng Yang ◽  
Qiaoli Zhang ◽  
Xiaoyan Song ◽  
Tianjie Zhang
Keyword(s):  
Hydrogen Bonding ◽  
Excited State ◽  
Proton Transfer ◽  
Intramolecular Hydrogen Bonding ◽  
Transfer Mechanism ◽  
Hydrogen Bonding Interactions ◽  
Excited State Proton Transfer ◽  
Intramolecular Hydrogen

In the present work, two novel Br-BTN and CN-BTN compounds have been investigated theoretically.

Fluoride anion sensing mechanism of a BODIPY-linked hydrogen-bonding probe

2018 ◽  
Vol 39 (21) ◽  
pp. 1639-1647 ◽  
Author(s):  
Yang Li ◽  
Junsheng Chen ◽  
Tian-Shu Chu
Keyword(s):  
Hydrogen Bonding ◽  
Fluoride Anion ◽  
Anion Sensing ◽  
Sensing Mechanism

Excited state proton transfer (ESIPT) based molecular probe to sense F− and CN− anions through a fluorescence “turn-on” response

2018 ◽  
Vol 42 (14) ◽  
pp. 11746-11754 ◽  
Author(s):  
Rashid Ali ◽  
Ramesh C. Gupta ◽  
Sushil K. Dwivedi ◽  
Arvind Misra
Keyword(s):  
Schiff Base ◽  
Excited State ◽  
Proton Transfer ◽  
Molecular Probe ◽  
Anion Sensing ◽  
Turn On ◽  
Excited State Proton Transfer ◽  
Fluorescence Turn On

Dual anion sensing through an efficient thiazole based phenolic Schiff base containing molecular probe by means of fluorescence “turn-on” response.

Excited-State Proton Transfer in Fluorescent Photoactive Yellow Protein Containing 7-Hydroxycoumarin

2014 ◽  
Vol 896 ◽  
pp. 85-88
Author(s):  
Dian Novitasari ◽  
Hironari Kamikubo ◽  
Yoichi Yamazaki ◽  
Mariko Yamaguchi ◽  
Mikio Kataoka
Keyword(s):  
Hydrogen Bonding ◽  
Excited State ◽  
Proton Transfer ◽  
Fluorescent Protein ◽  
Stokes Shift ◽  
Spectroscopic Studies ◽  
Photoactive Yellow Protein ◽  
Excited State Proton Transfer ◽  
Hydrogen Bonding Network ◽  
Green Fluorescent

Green fluorescent protein (GFP) has been used as an effective tool in various biological fields. The large Stokes shift resulting from an excited-state proton transfer (ESPT) is the basis for the application of GFP in such techniques as ratiometric GFP biosensors. The chromophore of GFP is known to be involved in a hydrogen-bonding network. Previous X-ray crystallographic and FTIR studies suggest that a proton wire along the hydrogen-bonding network plays a role in the ESPT. In order to examine the relationship between the ESPT and hydrogen-bonding network within proteins, we prepared an artificial fluorescent protein using a light-sensor protein, photoactive yellow protein (PYP). The native chromophore of p-coumaric acid (pCA) of PYP undergoes trans-cis isomerization after absorbing a photon, which triggers proton transfers within the hydrogen-bonding network comprised of pCA and proximal amino acid residues. Although PYP emits little fluorescence, we succeeded to reconstitute an artificial fluorescent PYP (PYP-coumarin) by substituting the pCA with its trans-lock analog 7-hydroxycoumarin. Spectroscopic studies with PYP-coumarin revealed that the chromophore takes an anionic form at neutral pH, but is protonated by lowering pH. Both the protonated and deprotonated forms of PYP-coumarin emit intense fluorescence, as compared with the native PYP. In addition, both the deprotonated and protonated forms show identical λmax values in their fluorescence spectra, indicating that ESPT occurs in the artificial fluorescent protein.

Sign in / Sign up

Export Citation Format

Share Document