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TSQ

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For other uses, see TSQ (disambiguation).
TSQ
Names
Preferred IUPAC name N-(6-Methoxyquinolin-8-yl)-4-methylbenzene-1-sulfonamide
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C17H16N2O3S/c1-12-5-7-15(8-6-12)23(20,21)19-16-11-14(22-2)10-13-4-3-9-18-17(13)16/h3-11,19H,1-2H3Key: HKRNYOZJJMFDBV-UHFFFAOYSA-N
  • InChI=1/C17H16N2O3S/c1-12-5-7-15(8-6-12)23(20,21)19-16-11-14(22-2)10-13-4-3-9-18-17(13)16/h3-11,19H,1-2H3Key: HKRNYOZJJMFDBV-UHFFFAOYAJ
SMILES
  • O=S(=O)(c1ccc(cc1)C)Nc2cc(OC)cc3cccnc23
Properties
Chemical formula C17H16N2O3S
Molar mass 328.39 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

6-Methoxy-(8-p-toluenesulfonamido)quinoline (TSQ) is one of the most efficient fluorescent stains for zinc(II). It was introduced by Soviet biochemists Toroptsev and Eshchenko in the early 1970s. The popularity of TSQ as physiological stain rose after seminal works by Christopher Frederickson two decades later. TSQ forms a 2:1 (ligand-metal) complex with zinc and emits blue light upon excitation at 365 nanometers. TSQ has been extensively applied for determination of extracellular or intracellular levels of Zn in biological systems, also to study Zn in mossy fibers of the hippocampus.

References

  1. See for example: Suh S W; Jensen K B; Jensen M S; Silva D S; et al. (2000). "Histochemically-reactive zinc in amyloid plaques, angiopathy, and degenerating neurons of Alzheimer's diseased brains". Brain Research. 852 (2): 274–278. doi:10.1016/S0006-8993(99)02096-X. PMID 10678753. S2CID 20822326.


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