Synthesis, Structure, Spectral, and Electrochemical Properties of New Visible to NIR Absorbing 3-Pyrrolyl BODIPY Derivatives DOI
Kanhu Charan Behera,

Pinky Chauhan,

Shubham Tiwari

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 3, 2024

This study presents 3-pyrrolyl BODIPY-based Schiff base and benzothiazole derivatives with tunable red-to-NIR properties, highlighting a Re( i ) complex distorted octahedral geometry for its potential in coordination chemistry.

Language: Английский

Crystallization-Induced Emission Enhancement or Quenching? Elucidating the Mechanism behind Using Single-Molecule-Based Versatile Crystals DOI

Yutong Shang,

Yalei Ma,

Qiangbazhuoma

et al.

The Journal of Physical Chemistry Letters, Journal Year: 2025, Volume and Issue: unknown, P. 3389 - 3396

Published: March 26, 2025

It is challenging to predict optical properties of fluorescent dyes, especially in the crystalline state, owing uncertainty conformation, packing, and coupling. Herein, we elucidate decisive role molecular conformation packing fluorescence emissions some materials based on experimental results theoretical calculations. Two homologous fluorophores (Ph-MP Ph-HP) were synthesized, they both exhibited interesting crystallization-induced emission enhancement quenching. Although homologues show almost same behavior solid on-off their crystals depends upon different factors. Emission Ph-MP governed by twisted intramolecular charge transfer effect, while Ph-HP relied π-π stacking. Based this understanding, application single-molecule-based versatile information encryption was demonstrated. believed that evidence unveiled mechanism for effect crystallization will contribute development high-performance luminescent materials.

Language: Английский

Citations

0

Advancing Single-Molecule Biophysics: Next-Generation Organic Fluorophores with Tailored Labeling Strategies DOI Creative Commons
Lei Zhang,

Dongwen Shen,

Jia-Zhen Yang

et al.

Chemical & Biomedical Imaging, Journal Year: 2025, Volume and Issue: unknown

Published: April 1, 2025

Language: Английский

Citations

0

Dibenzothieno and dibenzothieno[2,3-d]thieno [a]-fused BODIPYs: synthesis, unique structure and photophysical properties DOI

Limin He,

Li Lu,

Muyao Zhao

et al.

Materials Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 8(20), P. 3266 - 3271

Published: Jan. 1, 2024

A simple synthetic approach to aromatic heterocyclic [ a ]-fused BODIPYs, which exhibit “butterfly-shaped” crystal structures, high Φ F , and tunable HOMO levels.

Language: Английский

Citations

3

Molecular mapping of neuronal architecture using STORM microscopy and new fluorescent probes for SMLM imaging DOI Creative Commons
Victor Breton, Paul Nazac, David Boulet

et al.

Neurophotonics, Journal Year: 2024, Volume and Issue: 11(01)

Published: March 8, 2024

Imaging neuronal architecture has been a recurrent challenge over the years, and localization of synaptic proteins is frequent in neuroscience. To quantitatively detect analyze structure synapses, we recently developed free SODA software to association pre postsynaptic proteins. fully take advantage spatial distribution analysis complex cells, such as neurons, also selected some new dyes for plasma membrane labeling. Using Icy plugin, could both conventional single molecule microscopy, giving access molecular map at nanoscale level. replace those distributions within three-dimensional (3D) shape, used MemBright probes 3D STORM decipher entire shape various dendritic spine types single-molecule resolution We report here example mask, but these tools have broader spectrum interest since they can be whatever or cellular type. Altogether with thus provide perfect toolkit nanometric context.

Language: Английский

Citations

2

Electron‐Deficient Organic Molecules Based on B←N Unit: A N‐Type Room‐Temperature Chemiresistive Sensors with Moisture Resistance DOI Creative Commons
Binbin Wang,

Yali Xing,

Kewei Zhang

et al.

Advanced Science, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 14, 2024

Organic molecules with tailorable chemical structures, high stability, and solution processability have great potential in the sensing field. Compared p-type organic small (OSMs), electron-dominated n-type analogs show superior conductivity when exposed to reducing gases, which can achieve outstanding sensor signal-to-noise ratios. However, inadequate humidity resistance at room temperature hinders development of such molecules. Herein, an A-D-π-D-A molecular design strategy is proposed based on electron-deficient B←N units, results effective intramolecular charge transport sensitive responses by extending π-conjugation bridge. As a result, ST-2BP configuration shows prominent sensitivity 787 (R

Language: Английский

Citations

2

Introducing of an Unexplored Aza-BODIPY Diradicaloids with 4-(2,6-Ditert-butyl)phenoxyl Radicals Located in 1,7-Positions of the Aza-BODIPY Core DOI

Morris Oyelowo,

Jacob W. Schaffner,

Towhidi Illius Jeaydi

et al.

Inorganic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 27, 2024

We have prepared and characterized two diradicaloid systems 5a 5b that originated from the oxidation of a 1,7-(4-(2,6-di-tert-butyl)phenol)-substituted aza-BODIPY core. The diradicaloids were by large array experimental computational methods. diamagnetic closed-shell state was postulated as ground in solution solid-state with substantial thermal population originating both open-shell diradical triplet states observed at room temperature. Transient absorption spectroscopy indicates fast (<10 ps) excited deactivation pathways associated target compounds' character Variable-temperature 1H NMR spectra indicate solvent dependency 5b. could be stepwise reduced to mixed-valence radical-anion dianion upon consequent single-electron reductions. Similarly, deprotonated aza-BODIPYs can oxidized form. Both dianionic forms exhibit an intense NIR region. Density functional theory (DFT) time-dependent DFT calculations used explain transformations UV–Vis-NIR all compounds.

Language: Английский

Citations

2

Photoconvertible and Photoactivatable Perylene BisImide Based on Photocyclization DOI Creative Commons
Valentine Le Berruyer, Aurélie Perrier, Mayeul Collot

et al.

Advanced Optical Materials, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 24, 2024

Abstract Photomodulable fluorophores constitute advanced materials as they possess the ability to modify their photophysical properties upon photoirradiation. A new mechanism of photoconversion is recently established, called Directed Photooxidation Induced Conversion based on coupling with Aromatic Singlet oxygen Reactive Moieties (ASORMs). In this work, The (DPIC) intended be applied Perylene BisImide (PBI) due its appealing properties. experimental results showed that two ASORMs PBI core, here furan and pyrrole, led impressive photomodulable fluorophores. While PBI‐F exhibited a 100 nm shift, PBI‐P displayed an 80‐fold fluorescence intensity enhancement photoactivation. Analysis photoproducts conversion do not involve addition singlet ASORM. Instead, occurred through efficient successive photocyclizations. Finally, intracellular vesicles are successfully photoconverted by means endocytosed PLGA‐polymer nanoparticles loaded PBI‐F. This study highlights unique capability furan‐ pyrrole‐conjugated enable optical phototransformation

Language: Английский

Citations

1

Synthesis and Properties of Tris(3‐Pyrrolyl BODIPY) on 1, 3, 5‐Triazine Scaffold DOI
Kanhu Charan Behera, Mangalampalli Ravikanth

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(42)

Published: Aug. 14, 2024

Abstract Tris(3‐pyrrolyl BODIPY) on 1,3,5‐triazine scaffold was synthesized over a sequence of steps starting from commercially available cyanuric chloride. The chloride reacted with p‐hydroxy benzaldehyde to afford tris(p‐oxybenzaldehyde) which then excess pyrrole under acid catalyzed conditions 1,3,5‐triazine‐tris(meso‐p‐oxyphenyl dipyrromethane). Subsequent in situ oxidation this compound DDQ obtain tris(meso‐oxyphenyldipyrromethene) treated followed by the addition Et 3 N/BF ⋅ OEt 2 afforded fluorescent tris(3‐pyrrolyl BODIPY). For comparison, tris(BODIPY) triazine prepared oxidizing tris(meso‐oxyphenyldipyrromethane) complexation BF . Both compounds were thoroughly characterized and studied various experimental theoretical methods. Absorption, steady state fluorescence, time‐resolved transient‐absorption studies revealed that BODIPY), excitonic interactions between two three 3‐pyrrolyl BODIPY units resulted hypsochromic shift spectral bands, reducing quantum yield singlet lifetime whereas did not show such interactions. DFT helped understanding both solution solid state. viscosity indicated fluorescence increases significantly solvent viscosity, suggesting its potential for measuring cellular during physiological processes.

Language: Английский

Citations

1

Targeted Photoactivatable Green-Emitting BODIPY Based on Directed Photooxidation Induced Activation and its Application to Live Dynamic Super-Resolution Microscopy DOI Creative Commons
Lazare Saladin, Valentine Le Berruyer,

Maxence Bonnevial

et al.

bioRxiv (Cold Spring Harbor Laboratory), Journal Year: 2024, Volume and Issue: unknown

Published: June 24, 2024

Abstract Photoactivatable fluorescent probes are valuable tools in bioimaging for tracking cells down to single molecules and molecule localization microscopy. For the latter application, green emitting dyes demand. We herein developed an efficient green-emitting photoactivatable furanyl-BODIPY (PFB) we established a new mechanism of photoactivation called Directed Photooxidation Induced Activation (DPIA) where furan is photo-oxidized directed manner by singlet oxygen produced probe. The photoconverter (93-fold fluorescence enhancement at 510 nm, 49% yield conversion) functionalizable allowed targeting several subcellular structures organelles, which were photoactivated live cells. Finally, demonstrated potential PFB super-resolution imaging performing PhotoActivated Localization Microscopy (PALM)

Language: Английский

Citations

0

Detection of Antimicrobial-Induced Survival/Dead Bacteria via mEos4b Photoconversion: A Preliminary Study DOI Creative Commons
Ilknur Yilmaz, Humeyra Demir, Aleyna Eslem Tureyen

et al.

Methods and Applications in Fluorescence, Journal Year: 2024, Volume and Issue: 13(1), P. 015002 - 015002

Published: Nov. 14, 2024

The escalating prevalence of hospital-acquired infections poses a critical challenge for healthcare systems worldwide. Effective management requires rapid identification pathogens and their antibiotic resistance profiles. In this study, we utilized the photoconvertible mEos4b protein, which transitions from green to red fluorescence upon blue light exposure, distinguish live dead bacteria. gene was cloned into prokaryotic vector expressed in

Language: Английский

Citations

0