A nitroxide and spin label with SOD mimetic activity
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TEMPOL

Item No. 27051

Technical Information
Formal Name
4-hydroxy-2,2,6,6-tetramethyl-1-piperidinyloxy
CAS Number
2226-96-2
Synonyms
  • 4-hydroxy TEMPO
Molecular Formula
C9H18NO2
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
242 nm
SMILES
[O]N1C(C)(C)CC(O)CC1(C)C
InChi Code
InChI=1S/C9H18NO2/c1-8(2)5-7(11)6-9(3,4)10(8)12/h7,11H,5-6H2,1-4H3
InChi Key
UZFMOKQJFYMBGY-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    TEMPOL is a piperidine nitroxide and spin label with superoxide dismutase (SOD) mimetic activity.1,2,3 It inhibits lipid peroxidation in rat liver microsomes with 50% inhibition of microsomal lipid peroxidation (IP50) values of 117, 61, and 381 μM for peroxidation induced by iron plus NADPH, iron plus ascorbate, and t-butylhydroperoxide, respectively.1 TEMPOL (1 mM) inhibits production of superoxide anions by 92% via a xanthine-xanthine oxidase reaction in vitro.2 It reduces mean arterial pressure and heart rate in spontaneously hypertensive rats (ED50s = 70 and 63 μmol/kg, respectively) when administered intravenously. TEMPOL is a cell-permeable spin label that has been used to quantify intracellular oxygen in various cell types by electron spin resonance (ESR) spectroscopy.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nilsson, U.A., Olsson, L.I., Carlin, G., et alInhibition of lipid peroxidation by spin labels. Relationships between structure and function. The Journal of Biological Chemisty 264(19), 11131-11135 (1989).

    2. Patel, K., Chen, Y., Dennehy, K., et alAcute antihypertensive action of nitroxides in the spontaneously hypertensive rat. Am. J. Physiol. Regul. Integr. Comp. Physiol. 290(1), R37-R43 (2006).

    3. Morse, P.D., II, and Swartz, H.M. Measurement of intracellular oxygen concentration using the spin label TEMPOL. Magn. Reson. Med. 2(2), 114-127 (1985).