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Key Documents

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Z2376

Sigma-Aldrich

Zinquin

≥95% (HPLC), solid

Sinónimos:

2-[[2-Methyl-8-[[(4-methylphenyl)sulfonyl]amino]-6-quinolinyl]oxy]acetic acid, Zinquin A

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About This Item

Fórmula empírica (notación de Hill):
C19H18N2O5S
Número de CAS:
151606-29-0
Peso molecular:
386.42
MDL number:
MFCD03452711
UNSPSC Code:
12352100
PubChem Substance ID:
329831606
NACRES:
NA.21

Quality Level

100

assay

≥95% (HPLC)

form

solid

color

off-white

solubility

DMSO: soluble
methanol: soluble

functional group

carboxylic acid

storage temp.

2-8°C

SMILES string

Cc1ccc(cc1)S(=O)(=O)Nc2cc(OCC(O)=O)cc3ccc(C)nc23

InChI

1S/C19H18N2O5S/c1-12-3-7-16(8-4-12)27(24,25)21-17-10-15(26-11-18(22)23)9-14-6-5-13(2)20-19(14)17/h3-10,21H,11H2,1-2H3,(H,22,23)

InChI key

CGNKOBNGEFZRQU-UHFFFAOYSA-N

Application

Zinquin has been used to detect intracellular zinc.

Biochem/physiol Actions

Zinquin is a membrane-permeant fluorophore. It is used to detect zinc in cells by UV fluorescence. Zinquin ethyl ester can be used to monitor the change in intracellular concentrations of Zn2+ in thymocytes and hepatocytes. The ester is excited at 368nm and emits at 490nm.

Other Notes

Free acid or salt as available

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
MKCS1260
MKCQ7454
MKCL5007
MKCJ7561
MKCD6847

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Ai Q Truong-Tran et al.
Biochemical pharmacology, 66(8), 1459-1468 (2003-10-14)
The epithelium lining the airways is a physical barrier as well as a regulator of physiological and pathological events in the respiratory system. Damage to the epithelium by oxidants released from inflammatory cells is a critical factor in the pathogenesis
Jennifer Kaltenberg et al.
European journal of immunology, 40(5), 1496-1503 (2010-03-05)
Zinc signals, i.e. a change of the intracellular concentration of free zinc ions in response to receptor stimulation, are involved in signal transduction in several immune cells. Here, the role of zinc signals in T-cell activation by IL-2 was investigated
Andrew B Nowakowski et al.
Inorganic chemistry, 50(20), 10124-10133 (2011-09-13)
Zinquin (ZQ) is a commonly used sensor for cellular Zn(2+) status. It has been assumed that it measures accessible Zn(2+) concentrations in the nanomolar range. Instead, this report shows a consistent pattern across seven mammalian cell and tissue types that
Correlation of apoptosis with change in intracellular labile Zn(ll) using Zinquin [(2-methyl-8-p-toluenesulphonamido-6-quinolyloxy)acetic acid], a new specific fluorescent probe for Zn(ll)
Peter D Z, et al.
The Biochemical Journal, 296, 403-408 (1993)
Chiara Devirgiliis et al.
Biochemical and biophysical research communications, 323(1), 58-64 (2004-09-08)
The baker's yeast Saccharomyces cerevisiae was used as a model to visualize intracellular labile zinc under conditions of nutritional zinc imbalance. Zinc-specific staining was performed in yeast cells using both Zinquin fluorescence and zinc-selenium autometallography. Both techniques resulted in specific
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