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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:
Molecular Weight:
386.42
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

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 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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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)
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
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)
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

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