TEMPO
Figure 3 - Molecular structure of TEMPONE, 2,2,6,6-tetramethylpiperidine-N-oxyl. Apparently this compound is also claimed as useful in the treatment of hair loss (U.S. Patent 5,352,442, 4 October 1994)!
DEPMPO-OH adduct, anti
Figure 4 - DEPMPO-OH, anti, optimized at B3LYP/6-31G(d'). Yellow sphere
is the phosphorus atom, cyan spheres are carbon atoms, red spheres are the oxygen atoms, and blue sphere is the nitrogen atom.
Hydrogen atoms have been omitted for clarity, except for the hydrogen of the OH radical, which is white.
DEPMPO-OH adduct, syn
Figure 5 - DEPMPO-OH, syn, optimized at B3LYP/6-31G(d'). Yellow sphere
is the phosphorus atom, cyan spheres are carbon atoms, red spheres are the oxygen atoms, and blue sphere is the nitrogen atom.
Hydrogen atoms have been omitted for clarity, except for the hydrogen of the OH radical, which is white.
DEPMPO is used to "trap" free radicals, such as OH radical. These radicals are
extremely reactive, and are believed responsible for ageing and the initation of
some cancers. Free radicals (chemicals
with unpaired electrons) could be detected by ESR (electron spin resonance
spectroscopy), also known as EPR (electron paramagnetic resonance spectroscopy), but
they are so reactive, that they don't last long enough to be detected. Free radicals
combine with nitrones such as DMPO, TEMPO, and DEPMPO to form adducts that have unpaired
electrons (so that can be seen by ESR), but that are long-lasting, so that detection,
discrimination, and quantification are practicable.
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