Monitoring amyloid aggregation <i>via</i> a twisted intramolecular charge transfer (TICT)-based fluorescent sensor array

Xu, Zhaochao; Wang, Chao; Jiang, Wenchao; Tan, Davin; Chen, Yi-Ting; Li, Jin; Qiao, Qinglong; Yadav, Priya; Liu, Xiaogang

doi:10.1039/d2sc06710b

Cited by 33 publications

(25 citation statements)

References 55 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…33,34 Their red-shift emission and intensity weakening or even quenching with increased solvent polarity indicate that strong conformation changes occur in the excited state, indicative of their twisted intramolecular charge transfer behavior in PDAs. 35–37 These results are in accordance with other literature reports. 38,39…”

Section: Resultssupporting

confidence: 92%

Achieving two-photon fluorescence bioimaging and photodynamic therapy for D–A conjugated polymers through manipulating twisted intramolecular charge transfer

Hu,

Liao,

et al. 2023

Polym. Chem.

View full text Add to dashboard Cite

show abstract

Section: Resultssupporting

confidence: 92%

Achieving two-photon fluorescence bioimaging and photodynamic therapy for D–A conjugated polymers through manipulating twisted intramolecular charge transfer

Hu,

Liao,

et al. 2023

Polym. Chem.

View full text Add to dashboard Cite

show abstract

“…A rationale for the lack of MR character displayed by the o -isomers stems from their increased π-conjugation compared to the p -isomer counterparts. As outlined by Wang and co-workers, increased conjugation length reduces TICT tendency. For the MR p -isomers, the p -HBI6MI (X = NH) displayed the greatest turn-on K emission (14-fold), as it possesses the greatest donor strength, which enhances TICT tendency …”

Section: Results and Discussionmentioning

confidence: 86%

“…As outlined by Wang and co-workers, increased conjugation length reduces TICT tendency. For the MR p -isomers, the p -HBI6MI (X = NH) displayed the greatest turn-on K emission (14-fold), as it possesses the greatest donor strength, which enhances TICT tendency …”

Section: Results and Discussionmentioning

confidence: 86%

“…Addition of electron-withdrawing groups also impact dye characteristics, leading to intriguing features like K emission with intramolecular charge-transfer (ICT) for positive solvatochromic properties and twisted intramolecular charge-transfer (TICT) states post-ESIPT (Figure A) . TICT-based fluorescent probes with molecular rotor (MR) character are highly sought after for their ability to induce turn-on fluorescence in response to viscous microenvironments. − …”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Isomer-Specific Solvatochromic and Molecular Rotor Properties of ESIPT-Active Push–Pull Fluorescent Chalcone Dyes

Regan,

Pounder,

Lin

et al. 2023

J. Phys. Chem. A

View full text Add to dashboard Cite

Aromatic chromophores possessing intramolecular hydrogenbonds that can undergo excited-state intramolecular proton transfer (ESIPT) are critical tools for chemosensing/biosensing applications because they create large Stokes-shifted fluorescence with no overlap with the absorption spectrum to limit back-ground interferences. Classic ESIPT-active fluorophores, such as the 2-(2′-hydroxyphenyl) benzazole (HBX) series (X = NH, O, S), favor a ground-state (GS) enol (E) form that undergoes ESIPT to afford an excited-state (ES) keto (K) tautomer that generates red-shifted fluorescence. Herein, we have attached the HBX moiety to 6-methoxy-indanone (6MI) to create isomeric (ortho and para) ESIPT-active chalcone dyes and have characterized their photophysical properties in polar protic solvents (MeOH and glycerol (Gly)/MeOH mixtures) and a nonpolar aprotic (1,4-dioxane) solvent for comparison. The chalcones favor a GS E structure, which undergoes ESIPT in MeOH, Gly/MeOH mixtures, and dioxane to exclusively afford K emission with large Stokes shifts. The o-isomers possess expanded π-conjugation compared to their pisomer counterparts, which diminishes their tendency to generate twisted intramolecular charge transfer (TICT) states. Consequently, the o-isomers have greater quantum yields and lack molecular rotor (MR) character with little K emission response to increased solvent viscosity. However, they possess strong positive solvatochromism, displaying significant blue wavelength shifts coupled with turn-on K emission in moving from polar protic MeOH to nonpolar dioxane. In contrast, the p-isomers display MR character with turn-on K emission in 75:25 Gly/MeOH compared to their emission in MeOH (up to 14-fold) due to a strong tendency for TICT. Mechanistic insight into the observed isomer-specific photophysical properties of the ESIPT-active chalcones was obtained through density functional theory (DFT) calculations. Implications for DNA biosensing applications are discussed.

show abstract

“…This is due to that the increase of viscosity impedes the intramolecular rotations, thus inhibiting TICT progress and boosting the emission intensity. 37 Furthermore, as evidenced in Fig. S93 (ESI †), the level-off tails are noticed in the long-wave region with continuously increasing the f w to 80% (or 70%).…”

Section: Materials Advances Papermentioning

confidence: 78%

Full-color emission of fluorinated benzothiadiazole-based D–A–D fluorophores and their bioimaging applications

Chen,

Cao,

et al. 2023

Mater. Adv.

View full text Add to dashboard Cite

show abstract

Monitoring amyloid aggregation via a twisted intramolecular charge transfer (TICT)-based fluorescent sensor array

Abstract: Imaging amyloid-beta (Aβ) aggregation is critical for understanding the pathology and aiding the pre-symptomatic intervention of Alzheimer's disease (AD). Amyloid aggregation consists of multiple phases with increasing viscosities and demands...

Cited by 33 publications

References 55 publications

Achieving two-photon fluorescence bioimaging and photodynamic therapy for D–A conjugated polymers through manipulating twisted intramolecular charge transfer

Achieving two-photon fluorescence bioimaging and photodynamic therapy for D–A conjugated polymers through manipulating twisted intramolecular charge transfer

Isomer-Specific Solvatochromic and Molecular Rotor Properties of ESIPT-Active Push–Pull Fluorescent Chalcone Dyes

Full-color emission of fluorinated benzothiadiazole-based D–A–D fluorophores and their bioimaging applications

Contact Info

Product

Resources

About