Zinquin ethyl ester

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Zinquin ethyl ester

Zinquin ethyl ester | 181530-09-6

Catalog Number A14-0013
Category Calcium, Chloride Indictors and Other indicators
Molecular Formula C21H22N2O5S
Molecular Weight 414.48
Catalog Number Size Price Quantity
A14-0013 -- $--

Product Introduction

Zinquin ethyl ester is a cell-permeable fluorescent indicator for Zn2+. It is cleaved by cytosolic esterases to prevent its efflux across the plasma membrane. Zinquin ethyl ester has been used to monitor intracellular zinc fluxes associated with apoptosis.

Chemical Information

Synonyms 2-[[2-methyl-8-[[(4-methylphenyl)sulfonyl]amino]-6-quinolinyl]oxy]-acetic acid, ethyl ester; Acetic acid, 2-[[2-methyl-8-[[(4-methylphenyl)sulfonyl]amino]-6-quinolinyl]oxy]-, ethyl ester; Acetic acid, [[2-methyl-8-[[(4-methylphenyl)sulfonyl]amino]-6-quinolinyl]oxy]-, ethyl ester; Ethyl 2-[[2-methyl-8-[[(4-methylphenyl)sulfonyl]amino]-6-quinolinyl]oxy]acetate
Purity ≥98%
IUPAC Name ethyl 2-[2-methyl-8-[(4-methylphenyl)sulfonylamino]quinolin-6-yl]oxyacetate
Canonical SMILES CCOC(=O)COC1=CC(=C2C(=C1)C=CC(=N2)C)NS(=O)(=O)C3=CC=C(C=C3)C
InChI InChI=1S/C21H22N2O5S/c1-4-27-20(24)13-28-17-11-16-8-7-15(3)22-21(16)19(12-17)23-29(25,26)18-9-5-14(2)6-10-18/h5-12,23H,4,13H2,1-3H3
InChI Key KCASTCXJTDRDFT-UHFFFAOYSA-N
Solubility Soluble in Chloroform (Slightly), Methanol (Slightly, Heated)
Density 1.313±0.06 g/cm3
Appearance White to Off-white Solid
Boiling Point 578.0±60.0°C at 760 mmHg
Melting Point 112-114°C
  • Product Specification
  • Application
Excitation 368 nm
Emission 490 nm
Storage Store at -20°C

Zinquin ethyl ester, a fluorescent zinc ion indicator commonly utilized in biological research, serves as a versatile tool in various scientific investigations. Here are four key applications of Zinquin ethyl ester:

Intracellular Zinc Imaging: Widely employed for visualizing and quantifying zinc ion concentrations within cells, Zinquin ethyl ester enables researchers to monitor dynamic changes in intracellular zinc levels through fluorescence microscopy. This application plays a pivotal role in unraveling the significance of zinc in diverse cellular processes, such as enzyme functionality and signal transduction dynamics.

Neurobiology: In the realm of neurobiology, Zinquin ethyl ester facilitates the exploration of zinc dynamics within neuronal cells. Zinc signaling is essential for neurotransmission and synaptic plasticity, and this ester allows real-time visualization of zinc distribution in neurons, offering insights into the ramifications of zinc dysregulation in neurodegenerative conditions like Alzheimer’s and Parkinson’s disease.

Oxidative Stress Research: Scientists utilize Zinquin ethyl ester in the investigation of zinc’s involvement in oxidative stress responses and antioxidant defense mechanisms. By tracking zinc ions, researchers can probe how zinc contributes to counteracting oxidative damage and maintaining redox balance. This application holds particular significance in elucidating the pathophysiology of diseases associated with oxidative stress, such as cancer and cardiovascular disorders.

Pharmacological Screening: Playing a crucial role in pharmacological studies, Zinquin ethyl ester aids in the identification of compounds that modulate intracellular zinc levels. Through high-throughput screening assays incorporating this ester, scientists can pinpoint potential drugs that either chelate or release zinc ions, paving the way for the development of therapeutic agents targeting zinc homeostasis in a spectrum of diseases.

Computed Properties

XLogP3 3.7
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 7
Rotatable Bond Count 8
Exact Mass 414.12494298 g/mol
Monoisotopic Mass 414.12494298 g/mol
Topological Polar Surface Area 103Ų
Heavy Atom Count 29
Formal Charge 0
Complexity 642
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes

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