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Thonzonium Bromide (Synonyms: NC 1264)

Katalog-Nr.GC12127

Thonzoniumbromid ist ein antibakterielles Mittel, das Farnesol strukturell Ähnlich ist.

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Thonzonium Bromide Chemische Struktur

Cas No.: 553-08-2

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Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

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Protocol

Kinase experiment [1]:

ATP-dependent proton transport assay

Purified vacuolar membrane vesicles (10 μg of protein) were incubated with alexidine dihydrochloride or thonzonium bromide at the indicated concentrations for 10 min on ice. ATP-dependent proton transport was measured as follows: Fluorescence quenching of ACMA was monitored (ex 410 nm, em 490 nm) upon the addition of 0.5mM ATP and 1mM MgSO4. Initial velocities were calculated for 15 s following addition of MgATP (n=2). The apparently enhanced rate measured with benzbromarone and tolazamide was not dose-dependent and was sustained in the controls, when the drugs were added to the reaction mixture prior to the membrane vesicles.

Cell experiment [1]:

Cell lines

In wild-type yeast cells

Preparation method

Limited solubility. General tips for obtaining a higher concentration: Please warm the tube at 37 ℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months.

Reaction Conditions

Yeast cells expressing pHluorin were grown overnight to mid-log phase (0.4–0.6 A600/ml) and pre-incubated with 100 μM drug in 0.2% DMSO.

Applications

Treatment of yeast cells with thonzonium bromide significantly lowers the pH to (pHcyt 6.22±0.02), 10 μM thonzonium bromide reduces cell growth, with the cells developing a mild vma phenotype at 37 °C. Moreover, thonzonium bromide completely prevents yeast growth at 50 and 100 μM concentrations.

References:

1. Chan CY, Prudom C, Raines SM, et al. Inhibitors of V-ATPase proton transport reveal uncoupling functions of tether linking cytosolic and membrane domains of V0 subunit a (Vph1p). J Biol Chem, 2012, 287(13): 10236-10250.

Background

Thonzonium Bromide is a surface active agent and an inhibitor of V-ATPase proton transport with EC50 value of 69 µM [1] [2].

Vacuolar ATPases (V-ATPases) are proton pumps that maintain pH homeostasis. V-ATPases couple the energy of ATP hydrolysis to proton transport across intracellular membranes [2].

Thonzonium Bromide is a surface active agent and an inhibitor of V-ATPase proton transport. In wild-type yeast cells, thonzonium bromide significantly decreased the cytosolic pH to 6.22. In vacuolar membrane vesicles, thonzonium bromide inhibited proton transport with EC50 value of 69 µM in a dose-dependent way. However, thonzonium bromide didn’t inhibit ATP hydrolysis, which suggested that thonzonium bromide uncoupled V-ATPase proton pumps. In wild-type yeast cells, thonzonium bromide (1 µM) didn’t inhibit cell growth. However, thonzonium bromide inhibited cell growth at 10 µM and caused a mild vma (vacuolar membrane ATPase) mutant growth phenotype. At concentrations up to 50 and 100 µM, thonzonium bromide completely inhibited yeast growth [2].

References:
[1].  Chafetz L, Greenough RC, Frank J. Thermal decomposition of thonzonium bromide. Pharm Res, 1986, 3(5): 298-301.
[2].  Chan CY, Prudom C, Raines SM, et al. Inhibitors of V-ATPase proton transport reveal uncoupling functions of tether linking cytosolic and membrane domains of V0 subunit a (Vph1p). J Biol Chem, 2012, 287(13): 10236-10250.

Chemical Properties

Cas No. 553-08-2 SDF
Überlieferungen NC 1264
Chemical Name N-(2-((4-methoxybenzyl)(pyrimidin-2-yl)amino)ethyl)-N,N-dimethylhexadecan-1-aminium bromide
Canonical SMILES C[N+](CCN(C1=NC=CC=N1)CC(C=C2)=CC=C2OC)(C)CCCCCCCCCCCCCCCC.[Br-]
Formula C32H55BrN4O M.Wt 591.71
Löslichkeit ≥ 53.5 mg/mL in DMSO, ≥ 62.1 mg/mL in Water, ≥ 121.2 mg/mL in EtOH Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 1.69 mL 8.4501 mL 16.9002 mL
5 mM 0.338 mL 1.69 mL 3.38 mL
10 mM 0.169 mL 0.845 mL 1.69 mL
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