Oxidative Stress

APPLIED BIOANALYTICAL LABS
providing tools for oxidative stress research

5-tert-butoxycarbonyl 5-methyl-1-pyrroline N-oxide

C10H17NO3, MW = 199.25

Product Specification:

Purity: >99% (NMR), EPR grade

Appearance: Off-white, crystalline

Solubility: Soluble in water

Shipping: Express mail or regular mail on blue-ice

Storage: Room temp (short term), <-20oC, desiccated (long term)

Catalog numbers Size Unit Price

BMPO-50mg 50 mg $290

Electron Paramagnetic Resonance (EPR) spectroscopy is the only known method to "see" free radicals. However, direct detection of

some free radicals (e.g., superoxide and hydroxyl radical) is very difficult or impossible in solution at room temperature. Spin trapping

is a technique developed at late 1960s where a nitrone or nitroso compound reacts with a target free radical to form a stable and

distinguishable free radical to be detected by EPR spectroscopy. Spin trapping is the only known method that can detect free radicals

such as superoxide and hydroxyl radical specifically in biological systems.

BMPO is a newly discovered nitrone spin trap from Prof. Kalyanaraman's lab at Wisconsin Medical College. It is most suitable for the

specific in-vivo or in-vitro detection of short-lived superoxide, hydroxyl radical and thiyl radical, by forming distinguishable adducts

measurable with EPR spectroscopy. Other nitrone spin traps such as DMPO does not distinguish superoxide and hydroxyl radical

easily because of spontaneous decay of DMPO-superoxide adduct (t1/2 = 45 seconds) into the DMPO-hydroxyl adduct. Similar to the

recently developed spin traps DEPMPO and EMPO, BMPO-superoxide adduct does not decay into a hydroxyl adduct and has a much

longer half-life. The half-life of superoxide adduct is longest for BMPO (t1/2 = 23 minutes). Additionally, DEPMPO and EMPO are liquid

spin traps that are often contaminated with nitroxide impurities and have limited shelf life. BMPO, being a solid cyclic nitrone, is highly

purified by crystallization, and can be handled and stored for an extended peroid of time without fear of decomposition. Finally BMPO-

derived adducts exhibit a much higher signal-to-noise ratio in their EPR spectra, and it may be suitable for detection of sulfite, hydroxyl

and methyl radicals in cell suspension.

1. Zhao H., Joseph J., Zhang H., Karoui H. & Kalyanaraman B., Free Radi. Biol. Medi. 31, 599-606 (2001)

2. Khan N., Wilmot C. M., Rosen G. M., Dmidenko E., Sun J., Joseph J., O’Hara J., Kalyanaraman B. & Swartz H. M., Free Radi. Biol.

Medi. 34, 1473-1481 (2003)