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SML1327

Sigma-Aldrich

Glutaminase Inhibitor 968

≥98% (HPLC)

Sinónimos:

5-(3-Bromo-4-(dimethylamino)phenyl)-2,2-dimethyl-2,3,5,6-tetrahydrobenzo[a]phenanthridin-4(1H)-one

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About This Item

Fórmula empírica (notación de Hill):
C27H27BrN2O
Número de CAS:
Peso molecular:
475.42
Código UNSPSC:
12352200
NACRES:
NA.77

Nivel de calidad

Ensayo

≥98% (HPLC)

Formulario

powder

color

white to beige

solubilidad

DMSO: 5 mg/mL, clear (warmed)

temp. de almacenamiento

2-8°C

cadena SMILES

Brc1c(ccc(c1)C2Nc3c(c5c(cc3)cccc5)C4=C2C(=O)CC(C4)(C)C)N(C)C

InChI

1S/C27H27BrN2O/c1-27(2)14-19-24-18-8-6-5-7-16(18)9-11-21(24)29-26(25(19)23(31)15-27)17-10-12-22(30(3)4)20(28)13-17/h5-13,26,29H,14-15H2,1-4H3

Clave InChI

NVFRRJQWRZFDLM-UHFFFAOYSA-N

Descripción general

Glutaminase Inhibitor 968 belongs to the benzophenanthridinone family.

Aplicación

Glutaminase inhibitor 968 has been used to study the role of glutamine metabolism in macrophage activation.

Acciones bioquímicas o fisiológicas

Glutaminase Inhibitor 968 is an allosteric inihibitor of the mitochondrial enzyme glutaminase C (GAC), which is overexpressed in a number of cancer cell lines. Glutaminase Inhibitor 968 shows 21% inhibition at 10 μM, 94% at 25 μM. Glutaminase Inhibitor 968 blocked human cancer cell proliferation in culture, and in inhibited tumor formation in mouse xenograft models.
Glutaminase Inhibitor 968 is an allosteric inihibitor of the mitochondrial enzyme glutaminase C (GAC).
Variation in the 3-bromo-4-(dimethylamino)phenyl ring of glutaminase inhibitor 968, leads to loss of its inhibitory activity. Glutaminase catalysed glutamine metabolism maintains intracellular pH of cancer cells. Inhibition by glutaminase inhibitor 968 is known to hinder cell proliferation as a consequences of low intracellular pH.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


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Visite la Librería de documentos

Dibenzophenanthridines as Inhibitors of Glutaminase C and Cancer Cell Proliferation
Katt W P, et al.
Molecular Cancer Therapeutics, 11(6) (2012)
Glutaminase: a hot spot for regulation of cancer cell metabolism?.
Erickson J W and Cerione R A
Oncotarget, 1(8), 734-734 (2010)
Glutaminase regulation in cancer cells: a druggable chain of events.
Katt W P and Cerione R A
Drug Discovery Today, 19(4), 450-457 (2014)
α-ketoglutarate orchestrates macrophage activation through metabolic and epigenetic reprogramming.
Liu P S, et al.
Nature Immunology, 18(9), 985-985 (2017)
Shuting Han et al.
Theranostics, 11(17), 8464-8479 (2021-08-11)
As glutamine plays a central role in cancer metabolism, inhibition of glutaminolysis has become an ideal anticancer therapeutic target. However, glutaminolysis inhibition leads to activation of autophagy, which compromises its antitumor effect. Hence, we investigated the mechanism underlying glutaminolysis inhibition-induced

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