2018
DOI: 10.1002/cbic.201800134
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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.

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Cited by 3 publications
(5 citation statements)
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References 49 publications
(25 reference statements)
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“…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).…”
Section: Replacement Of Halogen Atoms By Stille Sonoghasira and Glasmentioning
confidence: 99%
See 1 more Smart Citation
“…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).…”
Section: Replacement Of Halogen Atoms By Stille Sonoghasira and Glasmentioning
confidence: 99%
“…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.…”
Section: Replacement Of Halogen Atoms By Stille Sonoghasira and Glasmentioning
confidence: 99%
“…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.…”
Section: Cytotoxicity Assaymentioning
confidence: 99%
“…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.…”
Section: Wound Healing Assaymentioning
confidence: 99%
“…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 .…”
Section: Methodsmentioning
confidence: 99%