Fluorescent probes based on multifunctional encapsulated perylene diimide dyes for imaging of lipid droplets in live cells

Li, Xinwei; Zhi‐Jian, Yang; Bian, Jiqing; Fu, Mingyang; Zhang, Yan; Jiang, Nan; Qiao, Yanjun; Chen, Hua; Gao, Baoxiang

doi:10.1039/d2an00100d

Cited by 7 publications

(4 citation statements)

References 66 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…310 Therefore, the unique applications of PDI derivatives for displays, chiral optics, organic photodetectors, sensors, and medical uorescence imaging are worth considering. [311][312][313][314][315][316][317][318][319] Solution-processed organic light emitting diodes (OLEDs) based on PDIs have been widely studied, along with the photophysical characterization of red-emitting PDl OSMs. 320,321 The stimulus-responsive self-assembly of functional amphiphilic PDIs is a promising component for sensor application by specic chemical stimulants.…”

Section: Organic Small Molecule Pdis Beyond Osc Applicationsmentioning

confidence: 99%

Perylene-diimide for organic solar cells: current scenario and prospects in molecular geometric, functionalization, and optoelectronic properties

Murugan,

Ravindran,

Sangeetha

et al. 2023

J. Mater. Chem. A

View full text Add to dashboard Cite

show abstract

Section: Organic Small Molecule Pdis Beyond Osc Applicationsmentioning

confidence: 99%

Perylene-diimide for organic solar cells: current scenario and prospects in molecular geometric, functionalization, and optoelectronic properties

Murugan,

Ravindran,

Sangeetha

et al. 2023

J. Mater. Chem. A

View full text Add to dashboard Cite

show abstract

“…The use of molecules with differing partitioning behaviors and fluorescence properties also enables multiple structures to be tracked over time with minimal photodamage. Properly designed probes can report multiple attributes of the microenvironment including membrane fluidity, local polarity, lipid composition, domain sizes, and temporal properties (145)(146)(147)(148)(149)(150)(151)(152)(153)(154)(155)(156)(157)(158)160). Newer probes such as PIE-1 possess high fluorescence quantum yield and photostability, further improving upon measurement attributes for live cell imaging including imaging speed (147).…”

Section: Fluorescence Microscopymentioning

confidence: 99%

Analytical Techniques for Single-Cell Biochemical Assays of Lipids

Yao

Vaithiyanathan

Allbritton

2023

Annu. Rev. Biomed. Eng.

View full text Add to dashboard Cite

Lipids are essential cellular components forming membranes, serving as energy reserves, and acting as chemical messengers. Dysfunction in lipid metabolism and signaling is associated with a wide range of diseases including cancer and autoimmunity. Heterogeneity in cell behavior including lipid signaling is increasingly recognized as a driver of disease and drug resistance. This diversity in cellular responses as well as the roles of lipids in health and disease drive the need to quantify lipids within single cells. Single-cell lipid assays are challenging due to the small size of cells (∼1 pL) and the large numbers of lipid species present at concentrations spanning orders of magnitude. A growing number of methodologies enable assay of large numbers of lipid analytes, perform high-resolution spatial measurements, or permit highly sensitive lipid assays in single cells. Covered in this review are mass spectrometry, Raman imaging, and fluorescence-based assays including microscopy and microseparations. Expected final online publication date for the Annual Review of Biomedical Engineering, Volume 25 is June 2023. Please see http://www.annualreviews.org/page/journal/pubdates for revised estimates.

show abstract

“…26 Recently, we reported multifunctional encapsulated PDI dyes, and they showed large Stokes shifts, high photostability, and excellent lipid droplets-targeting ability. 27 Lipid droplet, a lipids storage organelle, facilitates the coordination and communication between different organelles and acts as vital hubs of cellular metabolism. 28 The photostable multicolor perylene diimides probes with different organelle targeting abilities would create an exciting opportunity to understand the roles of lipid membrane contact sites between lipid droplets and other organelles during lipid metabolism.…”

Section: ■ Introductionmentioning

confidence: 99%

“…It is highly desired to develop photostable and bright dyes with fine-tuned Stokes shifts for the multicolor nanoscopes, especially the widely available stimulated emission depletion (STED) microscopy with a single-pulsed 775 nm de-excitation laser . Recently, we reported multifunctional encapsulated PDI dyes, and they showed large Stokes shifts, high photostability, and excellent lipid droplets-targeting ability . Lipid droplet, a lipids storage organelle, facilitates the coordination and communication between different organelles and acts as vital hubs of cellular metabolism .…”

Section: Introductionmentioning

confidence: 99%

Multicolor Tuning of Perylene Diimides Dyes for Targeted Organelle Imaging In Vivo

Yang,

Li,

Sun

et al. 2024

Anal. Chem.

Self Cite

View full text Add to dashboard Cite

The adjustment of the emission wavelengths and cell permeability of the perylene diimides (PDI) for multicolor cell imaging is a great challenge. Herein, based on a bay-region substituent engineering strategy, multicolor perylene diimides (MCPDI) were rationally designed and synthesized by introducing azetidine substituents on the bay region of PDIs. With the fine-tuned electrondonating ability of the azetidine substituents, these MCPDI showed high brightness, orange, red, and near infrared (NIR) fluorescence along with Stokes shifts increasing from 35 to 110 nm. Interestingly, azetidine substituents distorted to the plane of the MCPDI dyes, and the twist angle of monosubstituted MCPDI was larger than that of disubstituted MCPDI, which might efficiently decrease their π−π stacking. Moreover, all of these MCPDI dyes were cell-permeable and selectively stained various organelles for multicolor imaging of multiple organelles in living cells. Two-color imaging of lipid droplets (LDs) and other organelles stained with MCPDI dyes was performed to reveal the interaction between the LDs and other organelles in living cells. Furthermore, a NIR-emitting MCPDI dye with a mitochondria-targeted characteristic was successfully applied for tumor-specific imaging. The facile synthesis, excellent stability, high brightness, tunable fluorescence emission, and Stokes shifts make these MCPDI promising fluorescent probes for biological applications.

show abstract

Fluorescent probes based on multifunctional encapsulated perylene diimide dyes for imaging of lipid droplets in live cells

Abstract: Due to strong hydrophobicity and the aggregation caused quench effect, the application of the perylene diimides (PDIs) dyes in biological and medicinal fields lags far behind other dyes. Based on...

Cited by 7 publications

References 66 publications

Perylene-diimide for organic solar cells: current scenario and prospects in molecular geometric, functionalization, and optoelectronic properties

Perylene-diimide for organic solar cells: current scenario and prospects in molecular geometric, functionalization, and optoelectronic properties

Analytical Techniques for Single-Cell Biochemical Assays of Lipids

Multicolor Tuning of Perylene Diimides Dyes for Targeted Organelle Imaging In Vivo

Contact Info

Product

Resources

About