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SML1760

Sigma-Aldrich

BAM15

≥98% (HPLC), powder, mitochondrial protonophore uncoupler

Sinônimo(s):

BAM 15, N5,N6-bis(2-Fluorophenyl)[1,2,5]oxadiazolo[3,4-b]pyrazine-5,6-diamine

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About This Item

Fórmula empírica (Notação de Hill):
C16H10F2N6O
Número CAS:
210302-17-3
Peso molecular:
340.29
Número MDL:
MFCD00373912
Código UNSPSC:
12352200
NACRES:
NA.77

Nome do produto

BAM15, ≥98% (HPLC)

Nível de qualidade

100

Ensaio

≥98% (HPLC)

Formulário

powder

cor

white to beige

solubilidade

DMSO: 20 mg/mL, clear

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

FC(C=CC=C1)=C1NC2=NC3=NON=C3N=C2NC4=CC=CC=C4F

InChI

1S/C16H10F2N6O/c17-9-5-1-3-7-11(9)19-13-14(20-12-8-4-2-6-10(12)18)22-16-15(21-13)23-25-24-16/h1-8H,(H,19,21,23)(H,20,22,24)

chave InChI

OEGJBRZAJRPPHL-UHFFFAOYSA-N

Ações bioquímicas/fisiológicas

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.
BAM15 is a cell penetrant and potent uncoupler of oxidative phosphorylation in mitochondria that that does not depolarizes the plasma membrane. BAM15 protects mice from acute renal ischemic-reperfusion injury.
BAM15 is a cell penetrant and potent uncoupler of oxidative phosphorylation in mitochondria.

Frases de perigo

H413

Declarações de precaução

P273 - P501

Classificações de perigo

Aquatic Chronic 4

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

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Certificados de análise (COA)

Lot/Batch Number
017M4732V

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Sigma-Aldrich

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Dual suppression of inner and outer mitochondrial membrane functions augments apoptotic responses to oncogenic MAPK inhibition.
Serasinghe M N, et al.
Cell Death & Disease, 9(2), 29-29 (2018)
Brandon M Kenwood et al.
Molecular metabolism, 3(2), 114-123 (2014-03-19)
Dysregulation of oxidative phosphorylation is associated with increased mitochondrial reactive oxygen species production and some of the most prevalent human diseases including obesity, cancer, diabetes, neurodegeneration, and heart disease. Chemical 'mitochondrial uncouplers' are lipophilic weak acids that transport protons into
Brandon M Kenwood et al.
Bioorganic & medicinal chemistry letters, 25(21), 4858-4861 (2015-06-30)
Chemical mitochondrial uncouplers are lipophilic weak acids that transport protons into the mitochondrial matrix via a pathway that is independent of ATP synthase, thereby uncoupling nutrient oxidation from ATP production. These uncouplers have potential for the treatment of diseases such
Identification of a novel mitochondrial uncoupler that does not depolarize the plasma membrane.
Kenwood B M, et al.
Molecular Metabolism, 3(2), 114-123 (2014)
Keshav Kooragayala et al.
Investigative ophthalmology & visual science, 56(13), 8428-8436 (2016-01-10)
Cell death in neurodegeneration occurs at the convergence of diverse metabolic pathways. In the retina, a common underlying mechanism involves mitochondrial dysfunction since photoreceptor homeostasis and survival are highly susceptible to altered aerobic energy metabolism. We sought to develop an

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