BMPO (BocMPO) is a cell-penetrating/penetrable free radical trap (spin trap) with good chemical and spectral properties. BMPO (BocMPO) may be utilized to detect sulfhydryl radicals, hydroxyl radicals, superoxide anions and glutathione radicals.

Physicochemical Properties

Molecular Formula	C10H17NO3
Molecular Weight	199.246883153915
Exact Mass	199.12
CAS #	387334-31-8
PubChem CID	11241066
Appearance	Off-white to light yellow solid powder
Density	1.1±0.1 g/cm3
Boiling Point	339.8±35.0 °C at 760 mmHg
Melting Point	90-91 °C
Flash Point	151.5±27.9 °C
Vapour Pressure	0.0±0.7 mmHg at 25°C
Index of Refraction	1.484
LogP	0.4
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	3
Heavy Atom Count	14
Complexity	278
Defined Atom Stereocenter Count	0
SMILES	O(C(C)(C)C)C(C1(C)CCC=[N+]1[O-])=O
InChi Key	MDMUYJRRYYXDLZ-UHFFFAOYSA-N
InChi Code	InChI=1S/C10H17NO3/c1-9(2,3)14-8(12)10(4)6-5-7-11(10)13/h7H,5-6H2,1-4H3
Chemical Name	tert-butyl 2-methyl-1-oxido-3,4-dihydropyrrol-1-ium-2-carboxylate
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ln Vitro

By capturing •OH and GS•, BMPO can create more long-lasting BMPO/•OH and BMPO/•SG adducts. Additionally, in biological systems, the electron spin resonance (ESR) spectra of adducts produced from BMPO show a good signal-to-noise ratio. For instance, the hydroxyl adduct of BMPO glutathione adduct (BMPO/·SG) and its ESR spectrum do not entirely coincide. BMPO is perfect for the detection of superoxide anions, hydroxyl, and sulfide radicals due to its good chemical and spectroscopic qualities. [1] Two cell viability estimations were used to quantify the possible harmful effects of spin trap BMPO (trypan blue exclusion and colony formation). [3] In CHO cells, BMPO at 2.5 or 25 mM had no discernible impact on cell viability. Nonetheless, it led to a notable rise in the quantity of cells that were incapable of excluding 50 mM BMPO trypan blue. At a 25 mM dose, BMPO dramatically decreased colony formation in CHO cells by 30%. Additionally, at 50 mM, BMPO entirely blocked the formation of colonies in 9L tumor cells. [3] also evaluated the rate at which CHO cells consumed oxygen, and BMPO (25 mM) considerably decreased this rate. [3]

References

[1]. Synthesis and biochemical applications of a solid cyclic nitrone spin trap: a relatively superior trap for detecting superoxide anions and glutathiyl radicals. Free Radic Biol Med. [2]. Detection and characterization of the product of hydroethidine and intracellular superoxide by HPLC and limitations of fluorescence. Proc Natl Acad Sci U S A. [3]. Spin traps: in vitro toxicity and stability of radical adducts. Free Radic Biol Med. 2003 Jun 1;34(11):1473-81.

Solubility Data

Solubility (In Vitro)

DMSO : ~100 mg/mL (~501.88 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (12.55 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: 2.5 mg/mL (12.55 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.5 mg/mL (12.55 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	5.0188 mL	25.0941 mL	50.1882 mL
	5 mM	1.0038 mL	5.0188 mL	10.0376 mL
	10 mM	0.5019 mL	2.5094 mL	5.0188 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.