MW 204.61 Da, Purity >99%. Potent mitochondrial oxidative phosphorylation uncoupler. Renders mitochondrial inner membrane permeable to protons. Induces apoptosis in vitro.
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- Biomedicines 11:2023The Imbalance of Astrocytic Mitochondrial Dynamics Following Blast-Induced Traumatic Brain Injury.Applications:Unspecified applicationReactive species:Unspecified reactive speciesFernanda Guilhaume-Correa,Alicia M Pickrell,Pamela J VandeVordPubMed 36830865
- Journal of translational medicine 20:3832022Low mitochondrial DNA copy number induces chemotherapy resistance via epithelial-mesenchymal transition by DNA methylation in esophageal squamous cancer cells.Applications:Unspecified applicationReactive species:Unspecified reactive speciesYuto Kubo,Koji Tanaka,Yasunori Masuike,Tsuyoshi Takahashi,Kotaro Yamashita,Tomoki Makino,Takuro Saito,Kazuyoshi Yamamoto,Tomoyuki Tsujimoto,Takashi Harino,Yukinori Kurokawa,Makoto Yamasaki,Kiyokazu Nakajima,Hidetoshi Eguchi,Yuichiro DokiPubMed 36038893
- Nature 607:756-7612022Oocytes maintain ROS-free mitochondrial metabolism by suppressing complex I.Applications:Unspecified applicationReactive species:Unspecified reactive speciesAida Rodríguez-Nuevo,Ariadna Torres-Sanchez,Juan M Duran,Cristian De Guirior,Maria Angeles Martínez-Zamora,Elvan BökePubMed 35859172
- Scientific reports 12:66742022Asteltoxin inhibits extracellular vesicle production through AMPK/mTOR-mediated activation of lysosome function.Applications:Unspecified applicationReactive species:Unspecified reactive speciesFumie Mitani,Jianyu Lin,Tatsuya Sakamoto,Ryo Uehara,Tomoya Hikita,Takuya Yoshida,Andi Setiawan,Masayoshi Arai,Chitose OneyamaPubMed 35461323
- Journal of cell science 135:2022Comparative analysis of vertebrates reveals that mouse primordial oocytes do not contain a Balbiani body.Applications:Unspecified applicationReactive species:Unspecified reactive speciesLaasya Dhandapani,Marion C Salzer,Juan M Duran,Gabriele Zaffagnini,Cristian De Guirior,Maria Angeles Martínez-Zamora,Elvan BökePubMed 34897463
- Cell reports 35:1091892021An integrated genomic approach to dissect the genetic landscape regulating the cell-to-cell transfer of α-synuclein.Applications:Unspecified applicationReactive species:Unspecified reactive speciesEleanna Kara,Alessandro Crimi,Anne Wiedmer,Marc Emmenegger,Claudia Manzoni,Sara Bandres-Ciga,Karishma D'Sa,Regina H Reynolds,Juan A Botía,Marco Losa,Veronika Lysenko,Manfredi Carta,Daniel Heinzer,Merve Avar,Andra Chincisan,Cornelis Blauwendraat,Sonia García-Ruiz,Daniel Pease,Lorene Mottier,Alessandra Carrella,Dezirae Beck-Schneider,Andreia D Magalhães,Caroline Aemisegger,Alexandre P A Theocharides,Zhanyun Fan,Jordan D Marks,Sarah C Hopp,Andrey Y Abramov,Patrick A Lewis,Mina Ryten,John Hardy,Bradley T Hyman,Adriano AguzziPubMed 34107263
- PloS one 16:e02528202021Psiadin and plectranthone selectively inhibit colorectal carcinoma cells proliferation via modulating cyclins signaling and apoptotic pathways.Applications:Unspecified applicationReactive species:Unspecified reactive speciesKhaled Y Orabi,Mohamed S Abaza,Yunus A Luqmani,Rajaa Al-AttiyahPubMed 34086816
- FASEB journal : official publication of the Federation of American Societies for Experimental Biology 35:e215132021Unique metabolic phenotype and its transition during maturation of juvenile male germ cells.Applications:Unspecified applicationReactive species:Unspecified reactive speciesAnna Laura Voigt,Douglas Andrew Kondro,Diana Powell,Hanna Valli-Pulaski,Mark Ungrin,Jan-Bernd Stukenborg,Claudia Klein,Ian A Lewis,Kyle E Orwig,Ina DobrinskiPubMed 33811704
- Molecular medicine reports 23:2021Functional role and molecular mechanisms underlying prohibitin 2 in platelet mitophagy and activation.Applications:Unspecified applicationReactive species:Unspecified reactive speciesLong-Long Hu,Kai Zou,Yuan Chen,Li-Juan Wu,Jie Cao,Xiao-Ying Xiong,Ling Wang,Xiao-Shu Cheng,Qing-Zhong Xiao,Ren-Qiang YangPubMed 33760146
Key facts
- CAS number
- 555-60-2
- Purity
- > 99%
- Form
- Solid
- Molecular weight
- 204.61 Da
- Molecular formula
- C9H5ClN4
- PubChem identifier
- 2603
- Nature
- Synthetic
Recommended products
MW 204.61 Da, Purity >99%. Potent mitochondrial oxidative phosphorylation uncoupler. Renders mitochondrial inner membrane permeable to protons. Induces apoptosis in vitro.
Key facts
- CAS number
- 555-60-2
- Purity
- > 99%
- Form
- Solid
- Molecular weight
- 204.61 Da
- Molecular formula
- C9H5ClN4
- PubChem identifier
- 2603
- Nature
- Synthetic
- Solubility
Soluble in DMSO to 100 mM.
Soluble in ethanol to 100 mM.
- Biochemical name
- (3-Chlorophenyl)hydrazonomalononitrile
- Biological description
Potent mitochondrial oxidative phosphorylation uncoupler. Renders mitochondrial inner membrane permeable to protons. Induces apoptosis in vitro.
- Canonical SMILES
- C1=CC(=CC(=C1)Cl)NN=C(C#N)C#N
- InChI
- InChI=1S/C9H5ClN4/c10-7-2-1-3-8(4-7)13-14-9(5-11)6-12/h1-4,13H
- InChIKey
- UGTJLJZQQFGTJD-UHFFFAOYSA-N
- IUPAC name
- 2-[(3-chlorophenyl)hydrazinylidene]propanedinitrile
Storage
- Shipped at conditions
- Ambient - Can Ship with Ice
- Appropriate short-term storage conditions
- -20°C
- Appropriate long-term storage conditions
- -20°C
- Storage information
- Store under desiccating conditions, The product can be stored for up to 12 months
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8 product images
Chemical Structure - CCCP, Mitochondrial oxidative phosphorylation uncoupler (ab141229)
2D chemical structure image of ab141229, CCCP, Mitochondrial oxidative phosphorylation uncoupler
Immunocytochemistry/ Immunofluorescence - CCCP, Mitochondrial oxidative phosphorylation uncoupler (ab141229)
Immunofluorescent analysis of 4 % paraformaldehyde-fixed, 0.1% Triton X-100 permeabilized HeLa (human epithelial cell line from cervix adenocarcinoma)(+/- treatment with 10μM carbonyl cyanide 3-chlorophenylhydrazone (CCCP, ab141229) for 24 hours) cells labeling PINK1 with Anti-PINK1 antibody [EPR20730] ab216144 at 1/500 dilution, followed by Goat Anti-Rabbit IgG H&L (Alexa Fluor® 488) (Goat Anti-Rabbit IgG H&L (Alexa Fluor® 488) ab150077) secondary antibody at 1/1000 dilution (green). Confocal image showing cytoplasmic staining on HeLa cells treated with 10μM carbonyl cyanide 3-chlorophenylhydrazone (CCCP, ab141229) for 24 hours. The nuclear counter stain is DAPI (blue). Tubulin is detected with Anti-alpha Tubulin antibody [DM1A] - Microtubule Marker (Alexa Fluor® 594) (Alexa Fluor® 594 Anti-alpha Tubulin antibody [DM1A] - Microtubule Marker ab195889) at 1/200 dilution (red).
The negative controls are as follows:
-ve control: PBS, followed by Goat Anti-Rabbit IgG H&L (Alexa Fluor® 488) (Goat Anti-Rabbit IgG H&L (Alexa Fluor® 488) ab150077) secondary antibody at 1/1000 dilution.
Immunoprecipitation - CCCP, Mitochondrial oxidative phosphorylation uncoupler (ab141229)
PINK1 was immunoprecipitated from 0.35 mg of HeLa (human epithelial cell line from cervix adenocarcinoma) (treated with 10uM carbonyl cyanide 3-chlorophenylhydrazone (CCCP. ab141229) for 24 hours) whole cell lysate with Anti-PINK1 antibody [EPR20730] ab216144 at 1/30 dilution. Western blot was performed from the immunoprecipitate using Anti-PINK1 antibody [EPR20730] ab216144 at 1/500 dilution. VeriBlot for IP Detection Reagent (HRP) (VeriBlot for IP Detection Reagent (HRP) ab131366), was used for detection at 1/1000 dilution.
Lane 1: HeLa (CCCP-treated, ab141229) lysate 10 μg (Input).
Lane 2: Anti-PINK1 antibody [EPR20730] ab216144 IP in HeLa (CCCP-treated, ab141229) lysate.
Lane 3: Rabbit monoclonal IgG (Rabbit IgG, monoclonal [EPR25A] - Isotype Control ab172730) instead of Anti-PINK1 antibody [EPR20730] ab216144 in HeLa (CCCP-treated, ab141229) whole cell lysate.Blocking and dilution buffer: 5% NFDM/TBST.
Developed using the ECL technique.
Exposure time: 5s
Functional Studies - CCCP, Mitochondrial oxidative phosphorylation uncoupler (ab141229)
MCF7 cells were incubated at 37°C for 2 hours with vehicle control (0 μM) and different concentrations of CCCP (ab 141229). Increased expression of AKT1 (phospho S473) (Anti-AKT1 (phospho S473) antibody [EP2109Y] ab81283) in MCF7 cells correlates with an increase in CCCP concentration, as described in literature.
Whole cell lysates were prepared with RIPA buffer (containing protease inhibitors and sodium orthovanadate), 10 μg of each were loaded on the gel and the WB was run under reducing conditions. After transfer the membrane was blocked for an hour using 5% BSA before being incubated with Anti-AKT1 (phospho S473) antibody [EP2109Y] ab81283 at 2 μg/ml and Anti-beta Actin antibody - Loading Control ab8227 at 1 μg/ml overnight at 4°C. Antibody binding was detected using an anti-rabbit antibody conjugated to HRP (Goat Anti-Rabbit IgG H&L (HRP) ab97051) at 1/10000 and visualised using ECL development solution.
Western blot - CCCP, Mitochondrial oxidative phosphorylation uncoupler (ab141229)
Blocking and diluting buffer and concentration: 5% NFDM/TBST.
In Western blot, Anti-GAPDH antibody [EPR16891] - Loading Control (Anti-GAPDH antibody [EPR16891] - Loading Control ab181602) staining at 1/200000 dilution.
In Western blot, Anti-Ubiquitin antibody [EPR8830] (Anti-Ubiquitin antibody [EPR8830] ab134953) staining at 1/1000 dilution.
All lanes: Western blot - Anti-Ubiquitin (phospho S65) antibody [30H3/30K1] - Rat IgG2a (Chimeric) (Anti-Ubiquitin (phospho S65) antibody [30H3/30K1] - Rat IgG2a (Chimeric) ab320096) at 1/1000 dilution
Lane 1: Untreated PC-3 (human prostate adenocarcinoma epithelial cell) whole cell lysate (untreated membrane) at 20 µg
Lane 2: PC-3 treated with 30 μM CCCP (ab141229) for 2 hours, whole cell lysate (untreated membrane) at 20 µg
Lane 3: Untreated PC-3 (human prostate adenocarcinoma epithelial cell) whole cell lysate (Alkaline phosphatase treated membrane) at 20 µg
Lane 4: PC-3 treated with 30 μM CCCP (ab141229) for 2 hours, whole cell lysate (Alkaline phosphatase treated membrane) at 20 µg
SecondaryAll lanes: Western blot - Goat Anti-Rat IgG H&L (HRP) (Goat Anti-Rat IgG H&L (HRP) ab205720) at 1/10000 dilution
Observed band size: 8-200 kDa, 36 kDa
Exposure time: 180s
Western blot - CCCP, Mitochondrial oxidative phosphorylation uncoupler (ab141229)
Blocking and diluting buffer and concentration: 5% NFDM/TBST.
In Western blot, Anti-GAPDH antibody [EPR16891] - Loading Control (Anti-GAPDH antibody [EPR16891] - Loading Control ab181602) staining at 1/200000 dilution.
In Western blot, Anti-Ubiquitin antibody [EPR8830] (Anti-Ubiquitin antibody [EPR8830] ab134953) staining at 1/1000 dilution.
All lanes: Western blot - Anti-Ubiquitin (phospho S65) antibody [30H3/30K1] - Rat IgG2a (Chimeric) (Anti-Ubiquitin (phospho S65) antibody [30H3/30K1] - Rat IgG2a (Chimeric) ab320096) at 1/1000 dilution
Lane 1: Untreated Wild-type 293T (human embryonic kidney epithelial cell) whole cell lysate (untreated membrane) at 20 µg
Lane 2: 293T treated with 20 μM CCCP (ab141229) for 8 hours, whole cell lysate (untreated membrane) at 20 µg
Lane 3: Untreated PINK1 knockout HEK-293T whole cell lysate (untreated membrane) at 20 µg
Lane 4: PINK1 knockout HEK-293T treated with 20 μM CCCP (ab141229) for 8 hours, whole cell lysate (untreated membrane) at 20 µg
Lane 5: Untreated Wild-type 293T (human embryonic kidney epithelial cell) whole cell lysate (Alkaline phosphatase treated membrane) at 20 µg
Lane 6: 293T treated with 20 μM CCCP (ab141229) for 8 hours, whole cell lysate (Alkaline phosphatase treated membrane) at 20 µg
Lane 7: Untreated PINK1 knockout HEK-293T whole cell lysate (Alkaline phosphatase treated membrane) at 20 µg
Lane 8: PINK1 knockout HEK-293T treated with 20 μM CCCP (ab141229) for 8 hours, whole cell lysate (Alkaline phosphatase treated membrane) at 20 µg
SecondaryAll lanes: Western blot - Goat Anti-Rat IgG H&L (HRP) (Goat Anti-Rat IgG H&L (HRP) ab205720) at 1/10000 dilution
Observed band size: 8-200 kDa, 36 kDa
Exposure time: 92s
Immunocytochemistry/ Immunofluorescence - CCCP, Mitochondrial oxidative phosphorylation uncoupler (ab141229)
Immunofluorescent analysis of 4% Paraformaldehyde-fixed, 0.1% TritonX-100 permeabilized PC-3 (human prostate adenocarcinoma epithelial cell) cells labelling Ubiquitin (phospho S65) with Anti-Ubiquitin (phospho S65) antibody [30H3/30K1] - Rat IgG2a (Chimeric) ab320096 at 1/50 (18.68 ug/ml) dilution, followed by Goat Anti-Rat IgG H&L (Alexa Fluor® 488) ab150157 Goat Anti-Rat IgG H&L (Alexa Fluor® 488) antibody at 1/1000 2ug/ml dilution (Green).
Confocal image showing increased staining in PC-3 cell line (shown in green). The counterstain was observed in magenta. Nuclear DNA was labelled with DAPI (shown in blue). Image was taken with a confocal microscope (Leica-Microsystems, TCS SP8).
Alexa Fluor® 647 Anti-Tubulin antibody [YOL1/34] - Microtubule Marker ab195884 Anti-Tubulin rat monoclonal antibody - Microtubule Marker (Alexa Fluor® 647) was used to counterstain tubulin at 1/100 5ug/ml dilution (Magenta). The Nuclear counterstain was DAPI (Blue).
Secondary antibody only control: Secondary antibody is Goat Anti-Rat IgG H&L (Alexa Fluor® 488) ab150157 Goat Anti-Rat IgG H&L (Alexa Fluor® 488) at 1/1000 2ug/ml dilution.
Western blot - CCCP, Mitochondrial oxidative phosphorylation uncoupler (ab141229)
Blocking and diluting buffer and concentration: 5% NFDM/TBST.
The expression profile/ molecular weight observed is consistent with what has been described in the literature (PMID: 22915595 and PMID: 30250224).
In Western blot, Anti-GAPDH antibody [EPR16891] - Loading Control (Anti-GAPDH antibody [EPR16891] - Loading Control ab181602) staining at 1/200000 dilution.
All lanes: Western blot - Anti-PGAM5 antibody [RM1254] (Anti-PGAM5 antibody [RM1254] ab322207) at 1/1000 dilution
Lane 1: Untreated PANC-1(human pancreatic epithelioid carcinoma epithelial cell) whole cell lysate at 20 µg
Lane 2: PANC-1 treated with 100 uM CCCP (ab141229) for 2 hours, whole cell lysate at 20 µg
SecondaryAll lanes: Western blot - Goat Anti-Rabbit IgG H&L (HRP) (Goat Anti-Rabbit IgG H&L (HRP) ab97051) at 1/100000 dilution
Observed band size: 32 kDa, 36 kDa
Exposure time: 26s
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