Selective Imaging of Lipids in Adipocytes by Using an Imidazolyl Derivative of Perylene Bisimide

Abstract

A small molecule, perylene bisimide imidazolyl derivative (PBI-ID), has been identified and developed as a specific marker for labelling multifunctional fat bodies in various organisms, including Drosophila and mammalian adipocytes. Interestingly, PBI-ID neither labels the plasma membranes nor cell nuclei by trapping into it. A remarkable feature of unbound PBI-ID is diminished fluorescence, which reduces the background emission noise, while contrasting the bound state effectively.

Progress in the synthesis of perylene bisimide dyes

“…149 PBIs substituted with only one arylethynyl group, such as 138a-e, were synthesized via the Sonogashira coupling from monobromo-precursor 7a and the corresponding aryl alkyne. 154,155 The reactions were carried out in the presence of PdCl 2 (PPh 3 ) 2 , copper(I) iodide and DIPA in THF under reflux. The yields were excellent, typically above 90%, for a broad scope of phenylethynyls bearing both electron-donating and electron-withdrawing terminal groups, in addition to heteroaryl alkynes, such as 5-ethynyl-1-methyl-1H-imidazole (Scheme 40).…”

“…Emission of this compound was quenched in polar solvents (reducing the background emis-sion noise) and was restored upon binding to these cells or fat bodies. 155 Shirtcliff disclosed the preparation of dialkynyl PBIs 1,7-139a and 1,6-139a bearing bulky triphenylmethyl terminal groups from a 1,7 and 1,6 regioisomeric mixture of PBI 4c (Scheme 40). 156 The mixture was enriched with the latter compound after a fraction of a pure 1,7-isomer was isolated by crystallization.…”

Semecarpus anacardium L.f. leaf extract exhibits activities against breast cancer and prolongs the survival of tumor-bearing mice

“…The treated cells were centrifuged at 750 rpm for 5 minutes (Remi R8C) and the supernatant was replaced with 100 µl DMSO to solubilize the formazan crystal. Next, we measured the absorbance at 570 nm in a microtitre plate reader (Biorad, India) (MISHRA et al 2018a;SEKHAR et al 2019;SINGH et al 2020). The cell viability was calculated as the percentage of cell viability = (OD of the treated cells /OD of the untreated cells as control) × 100.…”

“…MCF-7 cells were grown in DMEM culture up to 80% confluency, trypsinized and seeded into a 6well plate (1 × 10 5 cells/ml) at 37 ˚C for 24 hours (MISHRA et al 2018a;SEKHAR et al 2019). The culture media were replaced with fetal bovine serum-free media for 24 hours and a wound was created with a sterile 20 µl pipette tip following washing with 1X PBS.…”

Semecarpus anacardiumLinn. leaf extract exhibits activities against breast cancer and prolongs the survival of tumor-bearing mice

“…The treated cells were centrifuged at 750 rpm for 5 minutes (Remi R8C) and the supernatant was replaced with 100 μl DMSO to solubilize the formazan crystal. Next, we measured the absorbance at 570 nm in a microtitre plate reader (Biorad, India) (M ishra et al . 2018a; S ekhar et al .…”