(-)-p-Bromotetramisole Oxalate
(-)-p-Bromotetramisole Oxalate(L-(-)-p-Bromotetramisole Oxalate\L-p-Bromotetramisole Oxalate\(-)-4-Bromotetramisole Oxalate) is a potent non-specific alkaline phosphatase inhibitor and also a protein tyrosine phosphatase inhibitor[1][2].
Alkaline phosphatase is a hydrolase that removes phosphate groups from nucleotides\proteins and alkaloids. Protein tyrosine phosphatases are enzymes that remove phosphate groups from phosphorylated tyrosine residues of target proteins.
(-)-p-Bromotetramisole Oxalate is an inhibitor of alkaline phosphatase and protein tyrosine phosphatases. In various rat tissues, (-)-p-Bromotetramisole Oxalate (0.1 μM) completely inhibits non-specific alkaline phosphatase[1]. In the rat zona glomerulosa, (-)-p-Bromotetramisole Oxalate (100 μM) blocks angiotensin II-induced inhibition of the Na+ pump (Na+, K+-ATPase). This result suggests that angiotensin II-induced Na+ pump inhibition may be mediated by tyrosine phosphatases[2]. In neurosecretory PC12 cells, (-)-p-Bromotetramisole Oxalate (0.3 mM) enhances ionomycin-stimulated noradrenaline (NA) release, indicating that tyrosine phosphorylation regulates Ca2+-stimulated NA release[3].
In Sprague-Dawley rats, (-)-p-Bromotetramisole Oxalate (10 μM) significantly increases the fractional excretion of phosphate (FEPi) from 4.7% to 13.4%[4].
References:
[1].? Borgers M, Thoné F. The inhibition of alkaline phosphatase by L-p-bromotetramisole. Histochemistry, 1975, 44(3): 277-280.
[2].? Yingst DR, Davis J, Schiebinger R. Inhibitors of tyrosine phosphatases block angiotensin II inhibition of Na(+) pump. Eur J Pharmacol, 2000, 406(1): 49-52.
[3].? Kitamura T, Murayama T, Nomura Y. Enhancement of Ca2+-induced noradrenaline release by vanadate in PC12 cells: possible involvement of tyrosine phosphorylation. Brain Res, 2000, 854(1-2): 165-171.
[4].? Onsgard-Meyer M, McCoy AL, Knox FG. Effect of bromotetramisole on renal phosphate excretion. Proc Soc Exp Biol Med, 1996, 213(2): 193-195.
| Physical Appearance | A solid |
| Storage | -20℃，sealed storage, away from moisture |
| M.Wt | 373.22 |
| Cas No. | 62284-79-1 |
| Formula | C13H13BrN2O4S |
| Synonyms | (-)- p -Bromotetramisole; L- para -Bromotetramisole |
| Solubility | ≥18.65 mg/mL in DMSO; ≥2.91 mg/mL in EtOH with gentle warming and ultrasonic; ≥23.3 mg/mL in H2O |
| Canonical SMILES | BrC(C=C1)=CC=C1[C@H]2N=C3SCCN3C2.OC(C(O)=O)=O |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
| Cell experiment [1]: | |
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Cell lines |
neurosecretory PC12 cells |
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Preparation method |
The solubility of this compound in DMSO is >18.7mg/mL. 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. |
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Reacting condition |
0.3 mM |
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Applications |
In neurosecretory PC12 cells, (-)-p-Bromotetramisole Oxalate significantly enhanced 5 μM ionomycin-stimulated [3H] NA release from PC12 cells. (-)-p-Bromotetramisole Oxalate alone only slightly stimulated [3H] NA release. |
| Animal experiment [2]: | |
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Animal models |
thyroparathyroidectomized Sprague-Dawley rats |
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Dosage form |
systemic infusion at 0.8 ml/min of 10 mM (-)-p-Bromotetramisole Oxalate |
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Application |
In thyroparathyroidectomized Sprague-Dawley rats, (-)-p-Bromotetramisole Oxalate significantly increased fractional excretion of phosphate (FEPi) from 4.7%±0.9% to 13.4%±3.1%. |
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Other notes |
Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal. |
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References: [1]. Kitamura T, Murayama T, Nomura Y. Enhancement of Ca2+-induced noradrenaline release by vanadate in PC12 cells: possible involvement of tyrosine phosphorylation. Brain Res, 2000, 854(1-2): 165-171. [2]. Onsgard-Meyer M, McCoy AL, Knox FG. Effect of bromotetramisole on renal phosphate excretion. Proc Soc Exp Biol Med, 1996, 213(2): 193-195. |
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| Description | (-)-p-Bromotetramisole Oxalate is a potent and non-specific inhibitor of alkaline phosphatase. | |||||
| Targets | alkaline phosphatase | |||||
| IC50 | ||||||
Quality Control & MSDS
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Chemical structure
