36763-53-8
Chemical Structure
Tempone-d16
Synonym(s): 4-Oxo-Tempo-d16
- CAS No.: 36763-53-8
- Formula:C9D16NO2-
- Molecular Weight:186.33
IUPAC Name: (17R)-17-(acetyl-d3)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl-2,2,4,6,6-d5 hexanoate
InChIKey: PFHGBZCJLGKKED-NMRSHPDNSA-N
SMILES: [2H]C([2H])([2H])C(C([2H])([2H])[2H])(C1([2H])[2H])N([O-])C(C([2H])([2H])[2H])(C([2H])([2H])[2H])C([2H])([2H])C1=O
Biological Activity: Tempone-d16 (4-Oxo-Tempo-d16) is the deuterated-labeled Tempone (HY-129242). Tempone (4-Oxo-Tempo) is a nitroxide radical spin label and ROS scavenger. Tempone induces cytotoxicity in lymphoma cells. Tempone serves as a substrate for intracellular reduction to hydroxylamine, rapidly equilibrates between intracellular and extracellular compartments, reduces nitroxide radical spin labels at the ubiquinol site of the respiratory chain, and acts as an alternative terminal electron acceptor when electron flow to oxygen is blocked. Tempone serves as a superoxide sensor, a T2-weighted MRI contrast agent, and a dynamic nuclear polarization polarizing agent for 13C. Tempone inhibits superoxide and peroxynitrite, hydroxyl radical generation, nitrotyrosine formation, and poly (ADP-ribose) formation, and alleviates renal dysfunction and injury in ischemia/reperfusion and hydrogen peroxide-induced injury. Tempone can be used for research on ischemia-reperfusion injury, acute renal failure, and lymphoma[1][2][3][4][5][6][7].
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Tempone-d16 | Tempone-d16 (4-Oxo-Tempo-d16) is the deuterated-labeled Tempone (HY-129242). Tempone (4-Oxo-Tempo) is a nitroxide radical spin label and ROS scavenger. Tempone induces cytotoxicity in lymphoma cells. Tempone serves as a substrate for intracellular reduction to hydroxylamine, rapidly equilibrates between intracellular and extracellular compartments, reduces nitroxide radical spin labels at the ubiquinol site of the respiratory chain, and acts as an alternative terminal electron acceptor when electron flow to oxygen is blocked. Tempone serves as a superoxide sensor, a T2-weighted MRI contrast agent, and a dynamic nuclear polarization polarizing agent for 13C. Tempone inhibits superoxide and peroxynitrite, hydroxyl radical generation, nitrotyrosine formation, and poly (ADP-ribose) formation, and alleviates renal dysfunction and injury in ischemia/reperfusion and hydrogen peroxide-induced injury. Tempone can be used for research on ischemia-reperfusion injury, acute renal failure, and lymphoma. | |||||||||||||||||||||
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Tempone-15N,d16 | 98.86% | Tempone-15N,d16 (4-Oxo-Tempo 15N,D16) is the deuterated, 15N-labeled Tempone (HY-129242). Tempone (4-Oxo-Tempo) is a nitroxide radical spin label and ROS scavenger. Tempone induces cytotoxicity in lymphoma cells. Tempone serves as a substrate for intracellular reduction to hydroxylamine, rapidly equilibrates between intracellular and extracellular compartments, reduces nitroxide radical spin labels at the ubiquinol site of the respiratory chain, and acts as an alternative terminal electron acceptor when electron flow to oxygen is blocked. Tempone serves as a superoxide sensor, a T2-weighted MRI contrast agent, and a dynamic nuclear polarization polarizing agent for 13C. Tempone inhibits superoxide and peroxynitrite, hydroxyl radical generation, nitrotyrosine formation, and poly (ADP-ribose) formation, and alleviates renal dysfunction and injury in ischemia/reperfusion and hydrogen peroxide-induced injury. Tempone can be used for research on ischemia-reperfusion injury, acute renal failure, and lymphoma. | ||||||||||||||||||||
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Tempone | 97.01% | Tempone (4-Oxo-Tempo) is a nitroxide radical spin label and ROS scavenger. Tempone induces cytotoxicity in lymphoma cells. Tempone serves as a substrate for intracellular reduction to hydroxylamine, rapidly equilibrates between intracellular and extracellular compartments, reduces nitroxide radical spin labels at the ubiquinol site of the respiratory chain, and acts as an alternative terminal electron acceptor when electron flow to oxygen is blocked. Tempone serves as a superoxide sensor, a T2-weighted MRI contrast agent, and a dynamic nuclear polarization polarizing agent for 13C. Tempone inhibits superoxide and peroxynitrite, hydroxyl radical generation, nitrotyrosine formation, and poly (ADP-ribose) formation, and alleviates renal dysfunction and injury in ischemia/reperfusion and hydrogen peroxide-induced injury. Tempone can be used for research on ischemia-reperfusion injury, acute renal failure, and lymphoma. | ||||||||||||||||||||
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References
- [1]. Guo X, et al. Comparative Genotoxicity of TEMPO and 3 of Its Derivatives in Mouse Lymphoma Cells. Toxicological sciences : an official journal of the Society of Toxicology. 2018 May 01;163(1):214-225. [Content Brief]
- [2]. Hassler SN, et al. Reactive oxygen species and lipid peroxidation inhibitors reduce mechanical sensitivity in a chronic neuropathic pain model of spinal cord injury in rats. Journal of neurochemistry. 2014 Nov;131(4):413-7.
- [3]. Swartz HM, et al. Cellular metabolism of water-soluble nitroxides: effect on rate of reduction of cell/nitroxide ratio, oxygen concentrations and permeability of nitroxides. Biochimica et biophysica acta. 1986 Aug 29;888(1):82-90.
- [4]. Chapman DA, et al. Reduction of the spin-label TEMPONE by ubiquinol in the electron transport chain of intact rabbit spermatozoa. Biol Reprod. 1985 May;32(4):884-93.
- [5]. Iwase Y, et al. Antitumor effect of sonodynamically activated pyrrolidine tris-acid fullerene. Japanese Journal of Applied Physics. 2016 Jul 1;55(7S1):07KF02.
- [6]. Lumata JL. Utilization of TMV-TEMPO as an in Vivo MRI Sensor of ROS Production in Liver Inflammation and as a DNP Agent. The University of Texas at Dallas; 2023.
- [7]. Patel NS, et al. TEMPONE reduces renal dysfunction and injury mediated by oxidative stress of the rat kidney. Free radical biology & medicine. 2002 Dec 01;33(11):1575-89. [Content Brief]
