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Key Documents

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SML0621

Sigma-Aldrich

WZB-117

≥98% (HPLC)

Sinónimos:

3-Fluoro-1,2-phenylene bis(3-hydroxybenzoate), 3-Hydroxy-benzoic acid 1,1′-(3-fluoro-1,2-phenylene) ester

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About This Item

Fórmula empírica (notación de Hill):
C20H13FO6
Número de CAS:
1223397-11-2
Peso molecular:
368.31
MDL number:
MFCD24387113
UNSPSC Code:
12352200
PubChem Substance ID:
329825570
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C(C1=CC=CC(O)=C1)OC2=C(F)C=CC=C2OC(C3=CC(O)=CC=C3)=O

InChI

1S/C20H13FO6/c21-16-8-3-9-17(26-19(24)12-4-1-6-14(22)10-12)18(16)27-20(25)13-5-2-7-15(23)11-13/h1-11,22-23H

InChI key

FRSWCCBXIHFKKY-UHFFFAOYSA-N

Application

WZB-117 has been used to study its tumor initiating ability in cancer stem cells. It has also been used to study the effect of glucose antagonists on 2-NBDG (2-(N-(7-Nitrobenz-2-oxa-1,3-diazol-4-yl)Amino)-2-Deoxyglucose) uptake.

Biochem/physiol Actions

WBZ 117 is an inhibitor of basal glucose transport in H1299 lung and other cancer cells.
WZB-117 is an irreversible inhibitor. In cancer cells, WZB-117 prevents cell growth by stimulating apoptosis in any glucose concentration. It targets self-renewal and tumor-initiating capacity in cancer stem cells.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Modulation of Glucose Takeup by Glucose Transport on the Isolated OHCs.
Cheng X T, et al.
Neural Plast., 2018, 7-7 (2018)
Masaki Tsuchiya et al.
Communications biology, 7(1), 459-459 (2024-04-17)
Cellular glucose uptake is a key feature reflecting metabolic demand of cells in physiopathological conditions. Fluorophore-conjugated sugar derivatives are widely used for monitoring glucose transporter (GLUT) activity at the single-cell level, but have limitations in in vivo applications. Here, we
Stroma-derived HGF drives metabolic adaptation of colorectal cancer to angiogenesis inhibitors.
Mira A, et al.
Oncotarget, 8(24), 38193-38193 (2017)
Lucas J D'Souza et al.
PloS one, 17(8), e0261801-e0261801 (2022-08-25)
The fluorescent derivative of glucose, 2-Deoxy-2-[(7-nitro-2,1,3-benzoxadiazol-4-yl)-amino]-D-glucose (2NBDG), is a widely used surrogate reagent to visualize glucose uptake in live cells at single cell resolution. Using CRISPR-Cas9 gene editing in 5TGM1 myeloma cells, we demonstrate that ablation of the glucose transporter
Meng Wei et al.
Biochemical and biophysical research communications, 503(2), 1154-1159 (2018-06-29)
Like tumour cells, during intraerythrocytic stage, Plasmodium-infected erythrocytes rely completely on glucose absorption from the blood circulation for energy metabolism. Glucose is taken up by glucose transporter 1 (GLUT1) on human red blood cells (RBCs) and glucose transporter 4 (GLUT4)
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