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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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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
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)
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
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
View All Related Papers

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