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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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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)

SMILES string

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

InChI key

CGNKOBNGEFZRQU-UHFFFAOYSA-N

assay

≥95% (HPLC)

form

solid

color

off-white

solubility

DMSO: soluble, methanol: soluble

functional group

carboxylic acid

storage temp.

2-8°C

Quality Level

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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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)
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)
Chris D G and Joseph R L
Reviews in Fluorescence (2007)
Lata Jayaram et al.
Respirology (Carlton, Vic.), 16(3), 459-466 (2011-01-26)
Mouse models of asthma show that zinc deficiency is associated with airway inflammation (AI), which is attenuated by zinc supplements. Whether zinc has a similar role in the human airway remains controversial, with studies demonstrating both high and low plasma
Kaya Lutter et al.
Molecular nutrition & food research, 54(2), 285-291 (2009-10-29)
3,3'-Dihydroxyisorenieratene (DHIR) is a structurally unusual carotenoid exhibiting bifunctional antioxidant properties. It is synthesized by Brevibacterium linens, used in dairy industry for the production of red smear cheeses. The compound protects cellular structures against photo-oxidative damage and inhibits the UV-dependent

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