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Merck
CN

Z2376

Zinquin

≥95% (HPLC), solid

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C19H18N2O5S
CAS Number:
Molecular Weight:
386.42
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
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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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
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
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
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)

Global Trade Item Number

SKUGTIN
Z2376-5MG04061832753348

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