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DEPMPO-biotin Exclusive

Cayman Chemical Item Number 13251

4-BioS1DEPMPOcis; bt-DEPMPO (CAS 936224-52-1)

DEPMPO-biotin (CAS 936224-52-1)

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Description

DEPMPO is a nitrone that is used to spin trap reactive O-, N-, S-, and C-centered radicals and allow their characterization when used in association with electron spin resonance. It is noted for the stability of adducts formed.1 DEPMPO can be used in vitro or in vivo, as it crosses lipid bilayer membranes2 and is a good trapping agent in biological systems.3 DEPMPO-biotin is a biotinylated form of DEPMPO which retains the outstanding persistency of its adducts.4 The biotin moiety offers an effective means for monitoring biodistribution in cells, tissues, and organs when used with an avidin-conjugated reporter. Importantly, DEPMPO-biotin binds free radicals, such as S-nitroso groups, on proteins, producing adducts that can be analyzed via the biotin tag. This direct labeling of S-nitrosothiols (SNO) thus serves as an effective alternative to the more cumbersome biotin-switch method for monitoring SNO formation.

1 Khan, N., Wilmont, C.M., Rosen, G.M., et al. Spin traps: In vitro toxicity and stability of radical adducts. Free Radic Biol Med 34(11) 1473-1481 (2003).

2 Anzai, K., Aikawa, T., Furukawa, Y., et al. ESR measurement of rapid penetration of DMPO and DEPMPO spin traps through lipid bilayer membranes. Arch Biochem Biophys 415 251-256 (2003).

3 Liu, K.J., Miyake, M., Panz, T., et al. Evaluation of DEPMPO as a spin trapping agent in biological systems. Free Radic Biol Med 26 714-721 (1999).

4 Chalier, F., Hardy, M., Ouari, O., et al. Design of new derivatives of nitrone DEPMPO functionalized at C-4 for further specific applications in superoxide radical detection. J Org Chem 72 7886-7892 (2007).

Synonyms
  • 4-BioS1DEPMPOcis
  • bt-DEPMPO
Formal Name N-​[3-​[[5-​[(3aS,​4S,​6aR)-​hexahydro-​2-​oxo-​1H-​thieno[3,​4-​d]imidazol-​4-​yl]-​1-​oxopentyl]amino]propyl]-​[(2S,​3R)-​2-​(diethoxyphosphinyl)-​3,​4-​dihydro-​2-​methyl-​1-​oxido-​2H-​pyrrol-​3-​yl]methyl ester-​carbamic acid
CAS Number 936224-52-1
Molecular Formula C24H42N5O8PS
Formula Weight 591.7
Formulation A solution in ethanol
Purity ≥95%
Stability 1 year
Storage -80°C
Shipping Dry ice in continental US; may vary elsewhere
SMILES
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CCOP(=O)​(OCC)​C1(C)​[C@H]​(COC(=O)​NCCCNC(=O)​CCCC[C@H]​2SC[C@H]​3NC(=O)​N[C@@H]​23)​CC=[N+]​1[O-]​

Background Reading

Chalier, F., Hardy, M., Ouari, O., et al. Design of new derivatives of nitrone DEPMPO functionalized at C-4 for further specific applications in superoxide radical detection. J Org Chem 72 7886-7892 (2007).

Khan, N., Wilmont, C.M., Rosen, G.M., et al. Spin traps: In vitro toxicity and stability of radical adducts. Free Radic Biol Med 34(11) 1473-1481 (2003).

Anzai, K., Aikawa, T., Furukawa, Y., et al. ESR measurement of rapid penetration of DMPO and DEPMPO spin traps through lipid bilayer membranes. Arch Biochem Biophys 415 251-256 (2003).

Liu, K.J., Miyake, M., Panz, T., et al. Evaluation of DEPMPO as a spin trapping agent in biological systems. Free Radic Biol Med 26 714-721 (1999).

Show all 4 Hide all but first 3
Size Price Quantity Subtotal
25 µg $82.00 $0.00
50 µg $156.00 $0.00
100 µg $295.00 $0.00
250 µg $656.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-05-26. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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