Synthesis and EPR Evaluation of the Nitrone PBN-[tert-13C] for Spin Trapping Competition

2002 ◽  
Vol 57 (1) ◽  
pp. 127-132 ◽  
Author(s):  
Yong-Kang Zhang ◽  
Kirk R. Maples

N-[tert-13C]Butyl C-phenyl nitrone (PBN-[tert-13C]) has been synthesized for an EPR spin trapping competition study. The newly synthesized PBN-[tert-13C] shows different 13C-hyperfine splitting constants (a13C) when it traps free radicals as compared to another 13C-labeled PBN analogue, N-tert-butyl C-phenyl [nitronyl-13C]nitrone (PBN-[nitronyl-13C]). The PBN- [tert-13C] hydroxyl adduct gives a larger a13C value (5.14 G) as compared to the PBN-[nitronyl-13C] hydroxyl adduct (4.36 G). This gain ofthe a13C value decreases the chance of EPR signal overlap, thus providing a more resolved EPR spectrum when PBN-[tert-13C] is used as an internal standard for EPR spin trapping competition studies of hydroxyl radical formation.

Author(s):  
Jiangfeng Yuan ◽  
Zhuoyao Chen ◽  
Dahong Wang ◽  
Minggui Gong ◽  
Zhijun Qiu

1989 ◽  
Vol 261 (3) ◽  
pp. 831-839 ◽  
Author(s):  
W D Flitter ◽  
R P Mason

The reaction of the hydroxyl radical, generated by a Fenton system, with pyrimidine deoxyribonucleotides was investigated by using the e.s.r. technique of spin trapping. The spin trap t-nitrosobutane was employed to trap secondary radicals formed by the reaction of the hydroxyl radical with these nucleotides. The results presented here show that hydroxyl-radical attack on thymidine, 2-deoxycytidine 5-monophosphate and 2-deoxyuridine 5-monophosphate produced nucleotide-derived free radicals. The results indicate that .OH radical attack occurs predominantly at the carbon-carbon double bond of the pyrimidine base. The e.s.r. studies showed a good correlation with previous results obtained by authors who used x- or gamma-ray irradiation to generate the hydroxyl radical. A thiobarbituric acid assay was also used to monitor the damage produced to the nucleotides by the Fenton system. These results showed qualitative agreement with the spin-trapping studies.


1996 ◽  
Vol 51 (1) ◽  
pp. 139-143 ◽  
Author(s):  
Yong-Kang Zhang

As compared to normal PBN, about fifty percent increase of electron paramagnetic resonance (EPR) spin trapping sensitivity has been gained by using a new 100% 15N-enriched spin trap, C-phenyl N-tert-butyl[15N]nitrone (PBN-15N). PBN-15N has been prepared by a convenient four-step route using ammonium-15N chloride as the starting material. This synthetic method produces 2-methyl-2-[15N]nitropropane which is useful for the synthesis of many other PBN-15N type spin traps for the purpose of increasing spin trapping sensitivity. EPR spin trapping with PBN-15N in benzene and in phosphate buffer has been investigated. The 15N hyperfine splitting constant (15N-hfsc) is larger than 14N-hfsc by 40%. The larger 15N-hfsc gives more opportunity to identify different radical addends within the same system.


2017 ◽  
Vol 70 (5) ◽  
pp. 499 ◽  
Author(s):  
Lifang Zhou ◽  
Hongli Zhao ◽  
Tieying Pan ◽  
Adrian Trinchi ◽  
Minbo Lan ◽  
...  

Methanol induced oxidative stress (OS) models in mice were successfully established and evaluated by the electron paramagnetic resonance (EPR) spin trapping technique. The capacity for removal of reactive oxygen species (ROS) free radicals by rhubarb and vitamin C (Vc) as candidate materials was also investigated. EPR was employed to determine the free radicals generated from a spin trapping agent, α-phenyl-N-tert-butylnitrone (PBN), that reacted with the ROS. The activities of superoxide dismutase (SOD) and glutathione peroxidase (GSH-PX), and the level of malondialdehyde (MDA) were also evaluated by enzyme assays. The results indicated that methanol clearly promoted the generation of ROS free radicals in the liver of mice. The activity of SOD and GSH-PX was reduced significantly, although the level of MDA was increased as a result of the harmful effect of methanol. In addition, rhubarb and Vc exhibited a protective effect on the mice liver under acute OS.


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