151606-29-0 Usage
Description
ZINQUIN ETHYL ESTER is a lipophilic, zinc-sensitive, cell-permeable fluorescent probe, also known as an analogue of the widely used indicator, TS-Q. It is a white or pale blue crystalline solid that is membrane permeable, making it useful for detecting intracellular zinc ions. ZINQUIN ETHYL ESTER forms a complex with zinc ions, allowing for its use as a fluorescent reagent and indicator.
Uses
Used in Research and Diagnostics:
ZINQUIN ETHYL ESTER is used as a fluorescent reagent and indicator for detecting intracellular zinc ions. Its ability to form a complex with zinc ions makes it a valuable tool in research and diagnostics, particularly in studying the role of zinc in various biological processes and its involvement in cellular functions.
Used in Cell Biology:
In the field of cell biology, ZINQUIN ETHYL ESTER is used as a cell-permeable probe to monitor the levels of intracellular zinc ions. This application is crucial for understanding the role of zinc in cellular signaling, metabolism, and other cellular activities.
Used in Pharmaceutical Research:
ZINQUIN ETHYL ESTER is also used in pharmaceutical research as a tool to study the effects of zinc on drug development and the potential use of zinc in therapeutic applications.
Used in Analytical Chemistry:
In analytical chemistry, ZINQUIN ETHYL ESTER serves as a zinc-sensitive probe, allowing for the detection and quantification of zinc ions in various samples, including environmental, industrial, and biological samples.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 151606-29-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,1,6,0 and 6 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 151606-29:
(8*1)+(7*5)+(6*1)+(5*6)+(4*0)+(3*6)+(2*2)+(1*9)=110
110 % 10 = 0
So 151606-29-0 is a valid CAS Registry Number.
InChI:InChI=1/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)
151606-29-0Relevant articles and documents
Aqueous coordination chemistry of quinoline-based fluorescence probes for the biological chemistry of zinc
Fahrni, Christoph J.,O'Halloran, Thomas V.
, p. 11448 - 11458 (1999)
Metal-specific fluorescence probes are of increasing importance in understanding the neurobiology and general cell biology of zinc. Several quinoline-based compounds such as TSQ and zinquin have been employed to detect zinc in fluorescence microscopy experiments in vivo; however, the aqueous solution chemistry remains equivocal. In some cases, this family of probes is said to reveal labile pools of Zn(II) inside the cell, yet in other cases, these probes are suggested to remove Zn(II) from tightly bound sites in proteins. Since the binding modes, coordination numbers, and thermodynamics of zinc-zinquin interactions in aqueous solution have not been established, these proposals are difficult to distinguish. Here we show that, under physiological conditions, the various forms of zinquin bind Zn(II) with a high degree of cooperativity forming 2:1 complexes. Potentiometric, UV-visible, and fluorescence methods all yield an overall binding constant of log K = 13.5 under physiological conditions. To put this number in perspective with other Zn chelators and biological ligands, we compare the calculated so-called pM values (-log[Zn(II)]free) for a series of compounds with different stoichiometries under a typical condition. The pZn value for zinquin (9.3) is similar to that of EGTA (9.5) but much smaller than the value for carbonic anhydrase (12.4) or EDTA (14.3) and, thus, serves as a useful gauge for comparing zinc affinities. With respect to in vivo applications of zinquin, such as intracellular fluorescence microscopy studies, we find that the typical detection limit for free Zn(II) in aqueous solution is 4 pM, or 0.3 parts per trillion, at pH 7.2. These results have implications for the availability of zinc in various intracellular compartments.
