5 5 dimethyl 1 pyrroline n oxide

Manufactured by Dojindo Laboratories

Sourced in Japan, United States

5,5-dimethyl-1-pyrroline N-oxide is a cyclic nitrone compound. It is a stable free radical that can be used as a spin trap for the detection and identification of reactive oxygen species.

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Lab products found in correlation

2 2 diphenyl 1 picrylhydrazyl (dpph), by Merck Group (2 mentions) Dimethyl sulfoxide (dmso), by Fujifilm (2 mentions) Hydrogen peroxide, by Fujifilm (2 mentions) 2 4 carboxyphenyl 4 4 5 5 tetramethylimidazoline 1 oxyl 3 oxide carboxy ptio, by Dojindo Laboratories (2 mentions) Tert butyl hydroperoxide, by Merck Group (2 mentions) Sodium ascorbate, by Fujifilm (2 mentions) 4 hydroxy 2 2 6 6 tetramethylpiperidine 4 oh temp, by Tokyo Chemical Industry (2 mentions) 4 6 diamidino 2 phenylindole (dapi), by Thermo Fisher Scientific (2 mentions) Rose bengal, by Merck Group (1 mentions) Syringe filter, by Sartorius (1 mentions) Dimethyl sulfoxide (dmso), by Merck Group (1 mentions) Xanthine oxidase xod, by Merck Group (1 mentions) 5 tert butoxycarbonyl 5 methyl 1 pyrroline n oxide, by Dojindo Laboratories (1 mentions) Al2o3, by Evonik (1 mentions) Ammonium ferrous sulfate hexahydrate, by Sinopharm (1 mentions) Bovine serum albumin (bsa), by Merck Group (1 mentions) Calf thymus dna ct dna, by Merck Group (1 mentions) Calcein, by MedChemExpress (1 mentions) Ascorbic acid, by Merck Group (1 mentions) Calcein am, by MedChemExpress (1 mentions)

Spelling variants of this product

5,5-Dimethyl-1-pyrroline-N-oxide (DMPO) (19 citations) Purified 5,5-dimethyl-1-pyrroline-N-oxide (DMPO) (2 citations)

13 protocols using 5 5 dimethyl 1 pyrroline n oxide

Photocatalytic Radical Detection Protocol

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TiO₂ and Al₂O₃ were purchased from Evonik Industries (Hanau, Germany). Well-dispersed CoFe₂O₄, ZnO and SiO₂ were synthesized at Biterials Co., Ltd. The spin trapping agents were 5,5-dimethyl-1-pyrroline N-oxide (DMPO) for •OH, 5-tert-butoxycarbonyl-5-methyl-1-pyrroline-N-oxide (BMPO) O₂⁻, and 2,2,5,5-tetramethyl-3-pyrroline-3-carboxamide (TPC) for ¹O₂.
The nitrone spin-trap reagents 5,5-dimethyl-1-pyrroline N-oxide (DMPO, 99.9%) and 5-tert-butoxycarbonyl-5-methyl-1-pyrroline-N-oxide (BMPO) were purchased from Dojindo (Tokyo, Japan). Sedimented CoFe₂O₄, 2,2,5,5-tetramethyl-3-pyrroline-3-carboxamide (TPC), iron(II) sulfate (FeSO₄), hydrogen peroxide (H₂O₂), hypoxanthine (HPX), xanthine oxidase (XOD), diethylenetriaminepentaacetic acid (DTPA), phosphate buffer solution, dimethyl sulfoxide (DMSO) and Rose Bengal were purchased from Sigma-Aldrich (St. Louis, Missouri, USA). 4-hydroxyl-2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPOL) was purchased from JEOL (Tokyo, Japan). Syringe filters (0.20 μm pore size) were purchased from Sartorius (Goettingen, Germany). An ultraviolet (UV)-B lamp (1.6 W, 0.170 A, G8T5E) was purchased from Sankyo Denki (Tokyo, Japan). The visible-light lamp (6 W, 60 mA, SSL-012458) and green lamp (6 W, 60 mA, ST-5030) were purchased from STECH LED (Gyeonggi-do, Korea).

Jeong M.S., Yu K.N., Chung H.H., Park S.J., Lee A.Y., Song M.R., Cho M.H, & Kim J.S. (2016). Methodological considerations of electron spin resonance spin trapping techniques for measuring reactive oxygen species generated from metal oxide nanomaterials. Scientific Reports, 6, 26347.

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Antioxidant Assays with CAPE, Caffeic Acid, and DNA

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CAPE (97%), CA (98%), FA (98%), EF (98%), caffeic acid methyl ester (CAME) (98%), caffeic acid ethyl ester (CAEE) (98%), calf thymus DNA (ct-DNA), ascorbic acid, and bovine serum albumin (BSA) were purchased from Sigma (St. Louis, MO, USA). Ferric chloride (≥99%), ferrous ammonium sulfate hexahydrate (≥99.5%), and trisodium citrate dihydrate (≥99.5%) were purchased from Sinopharm Chemical Reagent Co., Ltd. Calcein and Calcein-AM were purchased from MedChemExpress (MCE). 5,5-dimethyl-1-pyrroline N-oxide (DMPO) was purchased from DOJINDO Molecular Technologies.

Shao B., Mao L., Tang M., Yan Z.Y., Shao J., Huang C.H., Sheng Z.G, & Zhu B.Z. (2021). Caffeic Acid Phenyl Ester (CAPE) Protects against Iron-Mediated Cellular DNA Damage through Its Strong Iron-Binding Ability and High Lipophilicity. Antioxidants, 10(5), 798.

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Iron-Based Oxidative Stress Assays

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All chemicals were of analytical grade. NaCl, Yeast extract, peptone, (NH₄)₂FeSO₄, Fe(NO₃)₃·9H₂O, FeCl₃, NaOH, FePO₄, Fe₂O₃, hydrogen peroxide (H₂O₂, 30 wt%), 3, 3’, 5, 5’-Tetramethylbenzidine (TMB), 2’,7’-dichlorofluorescein (DCFH-DA), ampicillin, kanamycin, spectinomycin and isopropyl-β-D-thiogalactoside (IPTG) were purchased from Sigma-Aldrich (USA). Fe foil was purchased from the Alfa Aesar. Human CuZnSOD was purchased from Absin (China), SOD assay kit, 5,5-Dimethyl-1-pyrroline-N-oxide (DMPO), and Microbial viability assay kit were purchased from DOJINDO (Japan). LIVE/DEAD BacLight Bacterial Viability Kit was purchased from Thermo Fisher (USA).

Ma L., Zheng J.J., Zhou N., Zhang R., Fang L., Yang Y., Gao X., Chen C., Yan X, & Fan K. (2024). A natural biogenic nanozyme for scavenging superoxide radicals. Nature Communications, 15, 233.

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Cytotoxicity and Apoptosis Evaluation

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The following chemicals were obtained from Sigma-Aldrich (Steinheim, Germany): 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT), Dulbecco’s Modified Eagle Medium (DMEM) with and without phenol red, propidium iodide (PI), Triton X-100, dichloromethane (DCM), hexane (Hx), L-α-phosphatidylcholine (L-α-PC) from chicken’s egg, chloroform, tert-Butyl hydroperoxide solution, cadmium acetate, and deuterium oxide. 5,5-Dimethyl-1-Pyrroline N-oxide (DMPO) was obtained from Dojindo (Kumamoto, Japan). Fetal bovine serum (FBS) was purchased from Gibco (Carlsbad, CA, USA). Potassium iodide was purchased from Chempur (Piekary Slaskie, Poland). Acetic acid and dimethyl sulfoxide (DMSO) were purchased from POCH (Gliwice, Poland). Alexa Fluor 488 Annexin V/Dead Cell Apoptosis Kit was purchased from Life Technologies (Carlsbad, CA, USA). Caspase-Glo^® 3/7 was purchased from Promega (Madison, WI, USA). JC-10 Mitochondrial Membrane Potential Assay Kit was purchased from Abcam (Cambridge, UK). RNA Extracol, NG dART RT kit, and SG qPCR Master Mix (2×) were obtained from EURx (Gdansk, Poland).

Mokrzyński K., Krzysztyńska-Kuleta O., Zawrotniak M., Sarna M, & Sarna T. (2021). Fine Particulate Matter-Induced Oxidative Stress Mediated by UVA-Visible Light Leads to Keratinocyte Damage. International Journal of Molecular Sciences, 22(19), 10645.

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Synthesis of Graphite Oxide via Oxidation

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Flake graphite (300 mesh, 99.99%) was provided by Shanghai Yi Fan Graphite Co. Ltd., China. PMS, available as a triple salt of sulphate commercially known as Oxone (2KHSO₅·KHSO₄·K₂SO₄, 4.5–4.9% active oxygen), was purchased from Shanghai Ansin Chemical Co. Ltd. and used as an oxidant. Cobaltous nitrate Co(NO₃)₂·6H₂O, sulfuric acid (H₂SO₄, 98%), sodium nitrate (NaNO₃), potassium permanganate (KMnO₄), dimethyl sulfoxide, N,N-dimethylformamide (DMF), ethanol, and hydrogen peroxide (H₂O₂, 30%) were supplied by Sinopharm Chemical Reagent Co. Ltd. (China). 5,5-Dimethyl-1-pyrroline-N-oxide (DMPO) was obtained from Dojindo Molecular Technologies, Co. Inc. (Japan). PAN with a molecular weight of 150 000 was provided by Aldrich Chemical Co.

Zhang H., Liu W., Tian F., Tang Z, & Lin H. (2019). The fabrication of a Co3O4/graphene oxide (GO)/polyacrylonitrile (PAN) nanofiber membrane for the degradation of Orange II by advanced oxidation technology. RSC Advances, 9(63), 36517-36523.

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Antioxidant Activity Evaluation Protocol

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ONO-1101, an active ingredient of landiolol, was obtained from Ono Pharmaceutical Co. Ltd (Osaka, Japan). tert-Butyl hydroperoxide and 2,2-diphenyl-1-picrylhydrazyl (DPPH) were purchased from Sigma-Aldrich (St. Louis, MO). 5,5-dimethyl-1-pyrroline-N-oxide (DMPO), N-methyl-3-(1-methyl-2-hydroxy-2-nitrosohydrazino)-1-propanamine (NOC7), and 2-(4-carboxyphenyl)-4,4,5,5-tetramethylimidazoline-1-oxyl 3-oxide (carboxy-PTIO) were purchased from Dojindo (Kumamoto, Japan). 2-[5,5-Dimethyl-2-oxo-2λ5-(1,3,2) dioxaphosphinan-2-yl]-2-methyl-3,4-dihydro-2H-pyrrole 1-oxide (CYPMPO) was purchased from Mikuni Pharmaceutical Industrial (Osaka, Japan). Sodium ascorbate, dimethyl sulfoxide, and hydrogen peroxide were purchased from Wako Pure Chemical Industries (Osaka, Japan). 2,2'-Azobis (2-amidinopropane) dihydrochloride (AAPH), Acid Red 94, and 4-hydroxy-2,2,6,6-tetramethylpiperidine (4-OH TEMP) were purchased from Tokyo Chemical Industry (Tokyo, Japan). The other reagents used were of the highest commercially available quality.

Matsumoto S., Tokumaru O., Ogata K., Kuribayashi Y., Oyama Y., Shingu C., Yokoi I, & Kitano T. (2022). Dose-dependent scavenging activity of the ultra-short-acting β1-blocker landiolol against specific free radicals. Journal of Clinical Biochemistry and Nutrition, 71(3), 185-190.

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Antioxidant Activity of Amide Local Anesthetics

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The amide local anesthetics (mepivacaine, lidocaine, bupivacaine, and dibucaine, Fig. 1) were purchased from Sigma-Aldrich (St. Louis, MO). tert-Butyl hydroperoxide and 2,2-diphenyl-1-picrylhydrazyl (DPPH) were purchased from Sigma-Aldrich. 5,5-Dimethyl-1-pyrroline-N-oxide (DMPO), N-methyl-3-(1-methyl-2-hydroxy-2-nitrosohydrazino)-1-propanamine (NOC7), and 2-(4-carboxyphenyl)-4,4,5,5-tetramethylimidazoline-1-oxyl 3-oxide (carboxy-PTIO) were purchased from Dojindo (Kumamoto, Japan). 2-(5,5-Dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-2-methyl-3,4-dihydro-2H-pyrrole 1-oxide (CYPMPO) was purchased from Mikuni Pharmaceutical Industrial (Osaka, Japan). Sodium ascorbate, dimethyl sulfoxide, and hydrogen peroxide were purchased from Wako Pure Chemical Industries (Osaka, Japan). 2,2'-Azobis (2-amidinopropane) dihydrochloride (AAPH), Acid Red 94, and 4-hydroxy-2,2,6,6-tetramethylpiperidine (4-OH TEMP) were purchased from Tokyo Chemical Industry (Tokyo, Japan). Other reagents used were of the highest commercially available quality.

Sato Y., Matsumoto S., Ogata K., Bacal K., Nakatake M., Kitano T, & Tokumaru O. (2023). The dose-response relationships of the direct scavenging activity of amide-based local anesthetics against multiple free radicals. Journal of Clinical Biochemistry and Nutrition, 73(1), 16-23.

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Quantifying Reactive Species in Saline

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The concentrations of H₂O₂ and

{NO}_{2}^{-}

{NO}_{3}^{-}

in 0.9% NaCl were measured using hydrogen peroxide/peroxidase assay kit (Thermo Fisher Scientific) and nitrite/nitrate colorimetric assay kit (Cayman), respectively. ^•OH, ¹O₂, ^•NO,

O_{2}^{• -}

, ^•NO₂, and ONOO⁻ were measured using an electron spin-resonance (ESR) spectroscopy (Bruker) together with relevant spin traps. The latter include: 100 mM DMPO (5,5-Dimethyl-1-pyrroline N-oxide, Dojindo), 5 mM MGD (N-(Dithiocarbamoyl)-N-methyl-D-glucamine, Dojindo), 10 mM TEMP (2,2,6,6-Tetramethylpiperidine, TCI), and 10 mM TEMPONE-H (1-Hydroxy-2,2,6,6-tetramethyl-4-oxo-piperidine, Enzo).

Guo L., Xu R., Zhao Y., Liu D., Liu Z., Wang X., Chen H, & Kong M.G. (2018). Gas Plasma Pre-treatment Increases Antibiotic Sensitivity and Persister Eradication in Methicillin-Resistant Staphylococcus aureus. Frontiers in Microbiology, 9, 537.

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Investigating NADPH Oxidase 4 in Leukemia Cells

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Human leukemia cell lines (U-937 and HL-60) were purchased from American Type Culture Collection (ATCC; Rockville, MD, USA). Phorbol 12-myristate 13-acetate was obtained from Sigma Aldrich (St. Louis, Missouri, United States). 5,5-Dimethyl-1-pyrroline N-oxide was obtained from Dojindo Molecular Technologies (Rockville, MD, USA). Recombinant anti-NADPH oxidase 4 antibody and rabbit polyclonal Anti-DMPO Nitrone adduct antibody were purchased from Abcam (Cambridge, CB2 0AX, UK). Goat polyclonal anti-rabbit IgG conjugated with horseradish peroxidase (HRP) were obtained from Bio-Rad (Hercules, CA, USA). Cell culture media and antibiotics were procured from Biosera (Nuaille, France). Protease and phosphatase inhibitors were obtained from Roche (Mannheim, Germany).

Prasad A., Manoharan R.R., Sedlářová M, & Pospíšil P. (2021). Free Radical-Mediated Protein Radical Formation in Differentiating Monocytes. International Journal of Molecular Sciences, 22(18), 9963.

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Synthesis of Metal Nanoparticles

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All chemicals were commercially available and used as received. Silver nitrate (AgNO₃, 99.99%), cuprous chloride (CuCl, 95%), cyclohexanethiol (CHT, 98%), tetraphenylphosphonium bromide (TPPB, 98%), naphthalenethiol (Nap, 99%), 2-phenylethanethiol (97%), and sodium borohydride (NaBH₄, 98.0%) were purchased from Aladdin. 5, 5-Dimethyl-1-pyrroline N-oxide (DMPO) was obtained from Dojindo. Triethylamine (99%), ethanol (AR), dichloromethane (AR), hexane (AR), Toluene (AR), and ethanol (AR) were purchased from Sinopharm chemical reagent co., ltd.

Xia N., Xing J., Peng D., Ji S., Zha J., Yan N., Su Y., Jiang X., Zeng Z., Zhao J, & Wu Z. (2022). Assembly-induced spin transfer and distance-dependent spin coupling in atomically precise AgCu nanoclusters. Nature Communications, 13, 5934.

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