CYPMPO

Names

[ Name ]:
CYPMPO

[Synonym ]:
5-(5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)-1-METHYL-1H-PYRAZOLE
2H-Pyrrol-1-yl, 2-(5,5-dimethyl-2-oxido-1,3,2-dioxaphosphorinan-2-yl)-1,1,3,4-tetrahydro-1-hydroxy-2-methyl-
5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphinan-2-yl)-5-methyl-1-pyrroline-N-oxide
2-(5,5-Dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-yl)-1-hydroxy-2-methyl-3,4-dihydro-2H-1λ-pyrrol-1-yl
2-methyl-2-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphinan-2-yl)-3,4-dihydro-2H-pyrrole 1-oxide
1-Methyl-1H-pyrazole-5-boronic acid,neopentyl glycol ester
5-(2,2-dimethyl-1,3-propoxycyclophosphoryl)-5-methyl-1-pyrroline N-oxide

Biological Activity

[Description]:

CYPMPO is a spin-trapping reagent. CYPMPO, a cyclic DEPMPO-type nitrone, is evaluated for spin-trapping capabilities toward hydroxyl and superoxide radicals. anti-oxidant and anti-tumor activity[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Others >> Others

[In Vitro]

"DMPO is often used as a spin trapping agent to detect oxygen-centered radicals. CYPMPO has a larger reaction rate constant with superoxide anion than DMPO and the superoxide adduct of CYPMPO is more stable than that of DMPO. CYPMPO (2.5 mM) acts as a spin-trap agent[2]. CYPMPO, a spin-trap, a cyclic DEPMPO-like nitrone trap, may provide new free radical information when used with mitochondria. CYPMPO has the preferential quality of having minimal mitochondrial toxicity at concentrations required for radical detection[3]. "

[References]

[1]. Masato Kamibayashi, et al. Synthesis and characterization of a practically better DEPMPO-type spin trap, 5-(2,2-dimethyl-1,3-propoxy cyclophosphoryl)-5-methyl-1-pyrroline N-oxide (CYPMPO). Free Radic Res. 2006 Nov;40(11):1166-72.

[2]. Ryohei Umeda, et al. Direct free radical scavenging effects of water-soluble HMG-CoA reductase inhibitors. J Clin Biochem Nutr. 2019 Jan;64(1):20-26.

[3]. Matsuzaki S, et al. Identification of mitochondrial electron transport chain-mediated NADH radical formation by EPR spin-trapping techniques. Biochemistry 2011, 50, 50, 10792-10803.

Chemical & Physical Properties

[ Molecular Formula ]:
C₁₀H₁₈NO₄P

[ Molecular Weight ]:
247.23

[ Exact Mass ]:
248.10500

[ PSA ]:
68.81000

[ LogP ]:
2.26700

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Serum hydroxyl radical scavenging capacity as quantified with iron-free hydroxyl radical source.

J. Clin. Biochem. Nutr. 45 , 193-201, (2009)

We have developed a simple ESR spin trapping based method for hydroxyl (OH) radical scavenging-capacity determination, using iron-free OH radical source. Instead of the widely used Fenton reaction, a ...

Related Compounds

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