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Merck

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:
Peso molecular:
386.42
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

Quality Level

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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Chris D G and Joseph R L
Reviews in Fluorescence (2007)
The supplementation of zinc increased the apoptosis of airway smooth muscle cells by increasing p38 phosphorylation.
Chiou Y L.
Environmental Toxicology and Pharmacology, 33(1), 70-77 (2012)
Salmonella employs multiple mechanisms to subvert the TLR-inducible zinc-mediated antimicrobial response of human macrophages.
Kapetanovic R, et al.
Faseb Journal, 30(5), 1901-1912 (2016)
Kilari Sreenivasulu et al.
Journal of food science, 75(4), H123-H128 (2010-06-16)
The effect of red wine (RW), red grape juice (RGJ), green tea (GT), and representative polyphenols on Caco-2 cell (65)Zn uptake was explored. RW, RGJ, and GT enhanced the uptake of zinc from rice matrix. Fractionation of RW revealed that
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

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