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Chemical Structure| 3119-93-5 Chemical Structure| 3119-93-5

Structure of 3119-93-5

Chemical Structure| 3119-93-5

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Product Citations

Product Citations

Arachchige, Kavinda M ; Vrionides, Michael A ; Wijesinghe, Kaveesha J ; Mani, Tomoyasu ; Abeywickrama, Chathura S ;

Abstract: Pyrene-based small-molecule fluorescent dyes have been widely used in biomedical imaging and sensing applications. Among them, pyrene-based π-acceptor (π-A) type probes are an important class of fluorescent dyes due to their ability to produce a large Stokes’ shift (Δλ >100 nm) by strong intramolecular charge transfer (ICT) process. In this work, a pyrene-benzothiazolium-based π-A probe (ETP-2) was synthesized in good yield to study its imaging applications while comparing with previously developed regio-isomer ETP-1. ETP-2 exhibited a large Stokes shift (Δλ ≈100-150 nm) and a bright red-emission (λem ≈610–630 nm) due to strong intramolecular charge transfer (ICT) effect. The behaviour of the two regioisomers (ETP-2 and ETP-1) were studied by different photophysical methods including optical spectroscopy, transient absorption (TA) spectroscopy, fluorescence lifetime measurements, and low-temperature fluorescence. Sub-cellular specificity of ETP-2 was studied with several fluorescent markers (mitochondria, lysosome, nucleus, endoplasmic reticulum, and Golgi) and ETP-2 exhibited an exceptional lysosome specificity in A-172 cells (Pearson’s correlation coefficient calc. ≈0.9). Fluorescence confocal microscopy imaging and fluorescence spectroscopy-based studies indicated strong evidence to support possible localization of ETP-2 into the membrane regions of the lysosomes.

Keywords: Pyrene-benzothiazolium ; Regio-effect ; Fluorescent dyes ; Fluorescence confocal microscopy imaging ; Lysosome

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Product Details of [ 3119-93-5 ]

CAS No. :3119-93-5
Formula : C10H12INS
M.W : 305.18
SMILES Code : CC1=[N+](CC)C2=CC=CC=C2S1.[I-]
MDL No. :MFCD00044134
InChI Key :HWFCSPDBFXYFKY-UHFFFAOYSA-M
Pubchem ID :2729630

Safety of [ 3119-93-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 3119-93-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 3119-93-5 ]

[ 3119-93-5 ] Synthesis Path-Downstream   1~8

  • 1
  • [ 5444-80-4 ]
  • [ 3119-93-5 ]
  • [ 514-73-8 ]
  • 2
  • [ 5432-53-1 ]
  • [ 3119-93-5 ]
  • 3-ethyl-2-[4-(4-dimethylamino-phenyl)-2-methyl-buta-1,3-dienyl]-benzothiazolium; iodide [ No CAS ]
  • 3
  • [ 3119-93-5 ]
  • [ 41382-91-6 ]
  • [ 514-73-8 ]
  • 4
  • [ 3119-93-5 ]
  • 2-(4-Aethoxy-buta-1,3-dienyl)-3-aethyl-benzothiazolium-jodid [ No CAS ]
  • [ 514-73-8 ]
  • 7
  • [ 3119-93-5 ]
  • 3-ethylsulfanyl-acrylaldehyde diethylacetal [ No CAS ]
  • [ 514-73-8 ]
  • 8
  • [ 33985-71-6 ]
  • [ 3119-93-5 ]
  • 3-ethyl-2-[2-(2,3,6,7-tetrahydro-1<i>H</i>,5<i>H</i>-pyrido[3,2,1-<i>ij</i>]quinolin-9-yl)-vinyl]-benzothiazol-3-ium; iodide [ No CAS ]
 

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