BAM15
- CAS No.
- 210302-17-3
- Chemical Name:
- BAM15
- Synonyms
- BAM15;CS-2890;BAM15 >=98% (HPLC);inhibit,BAM-15,Inhibitor,BAM 15,BAM15,Mitochondrial Metabolism;N,N'-bis(2-fluorophenyl)[1,2,5]oxadiazolo[3,4-b]pyrazine-5,6-diamine;[1,2,5]Oxadiazolo[3,4-b]pyrazine-5,6-diamine, N5,N6-bis(2-fluorophenyl)-;BAM 15 (N5,N6-bis(2-Fluorophenyl)-[1,2,5]oxadiazolo[3,4-b]pyrazine-5,6-diamine)
- CBNumber:
- CB23152557
- Molecular Formula:
- C16H10F2N6O
- Molecular Weight:
- 340.29
- MDL Number:
- MFCD00373912
- MOL File:
- 210302-17-3.mol
- MSDS File:
- SDS
Boiling point | 421.7±55.0 °C(Predicted) |
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Density | 1.548±0.06 g/cm3(Predicted) |
storage temp. | -20°C |
solubility | Soluble in DMSO (35 mg/ml) |
pka | -2.40±0.50(Predicted) |
form | powder |
color | white to beige |
Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month. |
SAFETY
Risk and Safety Statements
Symbol(GHS) | GHS07,GHS08,GHS09 |
---|---|
Signal word | Danger |
Hazard statements | H302-H361-H372-H410 |
Precautionary statements | P201-P264-P280-P301+P330+P331-P312 |
BAM15 price More Price(24)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | SML1760 | BAM15 ≥98% (HPLC) | 210302-17-3 | 5MG | $107 | 2023-06-20 | Buy |
Sigma-Aldrich | SML1760 | BAM15 ≥98% (HPLC) | 210302-17-3 | 25MG | $434 | 2023-06-20 | Buy |
Cayman Chemical | 17811 | BAM15 ≥98% | 210302-17-3 | 1mg | $32 | 2024-03-01 | Buy |
Cayman Chemical | 17811 | BAM15 ≥98% | 210302-17-3 | 5mg | $78 | 2024-03-01 | Buy |
Cayman Chemical | 17811 | BAM15 ≥98% | 210302-17-3 | 10mg | $139 | 2024-03-01 | Buy |
BAM15 Chemical Properties,Uses,Production
Description
BAM15 (210302-17-3) is a mitochondrial protonophore uncoupler with fewer off-target effects (EC50 = 270 nM in L6 myoblast mitochondria.)1,2 Compared to FCCP, an uncoupler of equal potency, BAM15 stimulates a higher maximum rate of mitochondrial respiration and does not depolarize the plasma membrane.2 Stimulates energy expenditure, protects against obesity and improves glycemic control in rodent models.3 Reverses diet-induced obesity and insulin resistance in mice.4 Attenuates transportation-induced apoptosis in iPS-differentiated retinal tissue.5
Uses
BAM 15, is a mitochondrial protonophore uncoupler that does not depolarize the plasma membrane and protects mice from acute renal ischemic-reperfusion injury.
Biochem/physiol Actions
BAM15 increases mitochondrial respiration rate and is also found to be less cytotoxic compared to other protonophore uncouplers such as carbonyl cyanide p-trifluoromethoxyphenylhydrazone. Hindered oncogenic MAPK (mitogen-activated protein kinase ) signaling leads to BAM15 induced mitochondrial apoptotic pathway activation.
Enzyme inhibitor
This novel mitochondrial uncoupler (FW = 340.29 g/mol), also named (2- fluorophenyl)-{6-[(2-fluorophenyl)amino]-(1,2,5-oxadiazolo[3,4-e]pyrazin- 5-yl)}amine, exhibits a broad effective range of H+ gradient-dissipating action without affecting plasma membrane electrophysiology. With FCCP as an equipotent positive control, BAM15 was found to be fully able to increase mitochondrial respiration in the presence of oligomycin over a broader concentration range than FCCP in both myoblasts and hepatocytes. BAM15 and FCCP had similar effects on mitochondrial depolarization in L6 myoblasts treated with concentrations of each uncoupler at 1 and 10 μM, as measured by tetramethylrhodamine (TMRM) fluorescence. Neither FCCP nor BAM15 donates electrons to the Electron Transport Chain. Although some non-protonophoric uncouplers increase proton transport into the matrix via interaction with the mitochondrial inner membrane adenine nucleotide translocase (ANT), neither BAM15 nor FCCP requires the ANT to increase mitochondrial respiration.
storage
Store at -20°C
References
1) Kenwood et al. (2015), Structure-activity relationships of furazano[3,4-b]pyrazines as mitochondrial uncouplers; Bioorg. Med. Chem. Lett., 25 4858 2) Kenwood et al. (2013), Identification of a Novel Mitochondrial Uncoupler That Does Not Depolarize the Plasma Membrane; Mol. Metab., 3 114 3) Axelrod et al. (2020), BAM15-mediated Mitochondrial Uncoupling Protects Against Obesity and Improves Glycemic Control; EMBO Mol. Med., Jun 10; e12088 4) Alexopoulos et al. (2020), Mitochondrial Uncoupler BAM15 Reverses Diet-Induced Obesity and Insulin Resistance in Mice; Nat. Commun., 11 2397 5) Tang et al. (2019), BAM15 Attenuates Transportation-Induced Apoptosis in iPS-differentiated Retinal Tissue; Stem Cell Res. Ther., 10 64
BAM15 Preparation Products And Raw materials
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32760 | 60 |
BOC Sciences | +1-631-485-4226 | inquiry@bocsci.com | United States | 19553 | 58 |
TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
Career Henan Chemica Co | +86-0371-86658258 +8613203830695 | laboratory@coreychem.com | China | 30253 | 58 |
Wuhan senwayer century chemical Co.,Ltd | +undefined-27-86652399 +undefined13627115097 | market02@senwayer.com | China | 890 | 58 |
Wuhan Topule Biopharmaceutical Co., Ltd | +8618327326525 | masar@topule.com | China | 8474 | 58 |
LEAPCHEM CO., LTD. | +86-852-30606658 | market18@leapchem.com | China | 43348 | 58 |
Shanghai Acmec Biochemical Technology Co., Ltd. | +undefined18621343501 | product@acmec-e.com | China | 33350 | 58 |
Aladdin Scientific | +1-+1(833)-552-7181 | sales@aladdinsci.com | United States | 57511 | 58 |
Wuhan Yingnuo Pharmaceutical Technology Co., Ltd. | +86-027-59232304 15387063101 | 2881924050@qq.com | China | 9918 | 58 |