Zinquin ethyl ester


ChemicalName: Ethyl [[2-methyl-8-[[(4-methylphenyl)sulfonyl]amino]-6-quinolinyl]oxy]acetate
CAS: 151606-29-0

Appearance: white or slightly blue crystalline powder
Purity: ≥98.0% (HPLC)
MW: 414.48, C21H22N2O5S

Storage Condition: -20ºC
Shipping Condition: ambient temperature

Product Description
Zinquin ethyl ester is an analog of the widely used indicator TSQ. Although Zinquin ethyl ester itself is fluorescent, its fluorescence intensity is negligibly weak (1/30). Zinquin ethyl ester is membrane permeable, as are acetoxymethyl esters of calcium probes such as Fura 2-AM and Fluo 3-AM. Zinquin ethyl ester is thus useful to detect intracellular zinc ions. It forms a complex with a zinc ion with nitrogen atoms in the structure. This compound also forms a fluorescent complex with cadmium ion; however, detectable amounts of cadmium ions are not contained in normal living cells. Because the water solubility of Zinquin ethyl ester is poor, dimethylsulfoxide (DMSO) or ethanol is required as a solvent for preparing the stock solution.

Zinc Chelation

General Protocol for Lymphoblastoid Cells*
2.4 mM Zinquin ethyl ester stock solution (1 mg Zinquin ethyl ester in 1 ml DMSO) Zinquin ethyl ester stock solution is stable for 1 month at -20ºC.

Suspend cells in Hanks Ebalanced salt solution (HBSS) to prepare 5-10 x 106 cells per ml medium.
Add Zinquin ethyl ester stock solution to the cell suspension to prepare 2.4 μM Zinquin ethyl ester (1/1000 vol of the cell suspension) as the final concentration.
Incubate the cell suspension at 37ºC for 30 min.
Wash the cells 3 times with HBSS and then prepare 2-5 x 106 cells per ml of cell suspension.
Determine the fluorescence intensity of each cell using a fluorescence microscope or a confocal laser microscope coupled with an image analyzer.
* Cell staining conditions depend on cell type, so it is necessary to optimize the conditions for each experiment.

1. P. Coyle, et al., Measurement of Zinc in Hepatocytes by Using a Fluorescent Probe, Zinquin: Relationship to Metallothionein and Intracellular Zinc. Biochem J. 1993;303:781-786.
2. P. D. Zalewski, et al., Correlation of Apoptosis with Change in Intracellular Labile Zn(II) Using Zinquin [(2-Methyl-8-p-Toluensulphonamido-6-Quinolyloxy)-Acetic Acid], a New Specific Fluorescent Probe for Zn(II). Biochem J. 1993;296:403-408.
3. P. D. Zalewski, et al., Video Image Analysis of Labile Zinc in Viable Pancreatic Islet Cells Using a Specific Fluorescent Probe for Zinc. J Histochem Cytochem. 1994;42:877-884.
4. P. Coyle, et al., Measurement of Zinc in Hepatocytes by Using a Fluorescent Probe, Zinquin: Relationship to Metallothionein and Intracellular Zinc. Biochem J. 1994;303:781-786.
5. P. D. Zalewski, et al., Flux of Intracellular Labile Zinc During Apoptosis (Gene-Directed Cell Death) Revealed by a Specific Chemical Probe, Zinquin. Chem Biol. 1994;1:153-161.
6. I. A. Brand, et al., Intercellular Zinc Movement and Its Effect on the Carbohydrate Metabolism of Isolated Rat Hepatocytes. J Biol Chem. 1996;271:1941-1949.
7. N. Wellinghausen, et al., Interaction of Zinc Ions with Human Peripheral Blood Mononuclear Cells. Cell Immunol. 1996;171:255-261.
8. P. D. Zalewski, et al., Changes in Distribution of Labile Zinc in Mouse Spermatozoa During Maturation in the Epidididymis Assessed by the Fluorophore Zinquin. Reprod Fertil Dev. 1996;8:1097-1105.
9. R. D. Palmiter, et al., ZnT-2, a Mammalian Protein That Confers Resistance to Zinc by Facilitating Vesicular Sequestration. EMBO J. 1996;15:1784-1791.
10. D. Berendji, et al., Nitric Oxide Mediates Intracytoplasmic and Intranuclear Zinc Release. FEBS Lett. 1997;405:37-41.
11. M. Tsuda, et al., Expression of Zinc Transporter Gene, ZnT-1, Is Induced After Transient Forebrain Ischemia in the Gerbil. J Neurosci. 1997;17:6678-6684.

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