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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:
151606-29-0
Molecular Weight:
386.42
NACRES:
NA.21
PubChem Substance ID:
329831606
UNSPSC Code:
12352100
MDL number:
MFCD03452711

Key Documents

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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

100

Related Categories

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ5724
MKCS1260
MKCQ7454
MKCL5007
MKCJ7561

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Chris D G and Joseph R L
Reviews in Fluorescence (2007)
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)
Géraldine Sarret et al.
Plant physiology, 141(3), 1021-1034 (2006-05-30)
Tobacco (Nicotiana tabacum L. cv Xanthi) plants were exposed to toxic levels of zinc (Zn). Zn exposure resulted in toxicity signs in plants, and these damages were partly reduced by a calcium (Ca) supplement. Confocal imaging of intracellular Zn using
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