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SML2656

Sigma-Aldrich

TSQ

≥98% (HPLC)

Synonym(s):

6-Methoxy-8-p-toluenesulfonamido-quinoline, N-(6-Methoxy-8-quinolinyl)-4-methylbenzenesulfonamide

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About This Item

Empirical Formula (Hill Notation):
C17H16N2O3S
CAS Number:
109628-27-5
Molecular Weight:
328.39
MDL number:
MFCD00467847
UNSPSC Code:
12171500
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=S(C1=CC=C(C)C=C1)(NC2=C3C(C=CC=N3)=CC(OC)=C2)=O

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,1-2H3

InChI key

HKRNYOZJJMFDBV-UHFFFAOYSA-N

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Application

Zn+ selective probe in the presence of Mg+ and Ca+.

Biochem/physiol Actions

TSQ (6-methoxy-8-p-toluenesulfonamido-quinoline) is a cell penetrant and specific fluorescent zinc sensor that preferentially accumulates in islet cells in a zinc content dependent manner. TSQ is commonly used to assess isolated islet purity.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Jeffrey W Meeusen et al.
Inorganic chemistry, 50(16), 7563-7573 (2011-07-22)
Zn(2+) is a necessary cofactor for thousands of mammalian proteins. Research has suggested that transient fluxes of cellular Zn(2+) are also involved in processes such as apoptosis. Observations of Zn(2+) trafficking have been collected using Zn(2+) responsive fluorescent dyes. A
Mohammad R Karim et al.
Metallomics : integrated biometal science, 9(4), 391-401 (2016-12-06)
Nitric oxide (NO) is both an important regulatory molecule in biological systems and a toxic xenobiotic. Its oxidation products react with sulfhydryl groups and either nitrosylate or oxidize them. The aerobic reaction of NO supplied by diethylamine NONOate (DEA-NO) with
Timothy M Horton et al.
Cell chemical biology, 26(2), 213-222 (2018-12-12)
Diabetes is a hyperglycemic condition characterized by pancreatic β-cell dysfunction and depletion. Whereas methods for monitoring β-cell function in vivo exist, methods to deliver therapeutics to β cells are lacking. We leveraged the rare ability of β cells to concentrate zinc to

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