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
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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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
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
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
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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