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
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21
Recommended Products
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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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
Anura P Jayasooriya et al.
Proceedings of the National Academy of Sciences of the United States of America, 102(20), 7133-7138 (2005-05-11)
Dietary omega-3 polyunsaturated fatty acid (PUFA) influences the expression of a number of genes in the brain. Zinc transporter (ZnT) 3 has been identified as a putative transporter of zinc into synaptic vesicles of neurons and is found in brain
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
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
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