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Z2376

Sigma-Aldrich

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
MDL number:
MFCD03452711
UNSPSC Code:
12352100
PubChem Substance ID:
329831606
NACRES:
NA.21

Quality Level

100

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Chris D G and Joseph R L
Reviews in Fluorescence (2007)
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
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
Chiara Devirgiliis et al.
Biochemical and biophysical research communications, 323(1), 58-64 (2004-09-08)
The baker's yeast Saccharomyces cerevisiae was used as a model to visualize intracellular labile zinc under conditions of nutritional zinc imbalance. Zinc-specific staining was performed in yeast cells using both Zinquin fluorescence and zinc-selenium autometallography. Both techniques resulted in specific
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
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