SML0140
BV02
≥98% (HPLC)
Synonym(s):
2-(2,3-Dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl)-2,3-dihydro-1,3-dioxo-1H-isoindole-5-carboxylic acid
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About This Item
Empirical Formula (Hill Notation):
C20H15N3O5
CAS Number:
Molecular Weight:
377.35
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
description
The structure of BV02 differs slightly from the published form, but has been internally verified by Sigma-Aldrich quality control.
Quality Level
assay
≥98% (HPLC)
form
powder
color
white to off-white
solubility
DMSO: >5 mg/mL
storage temp.
room temp
SMILES string
CN1N(c2ccccc2)C(=O)C(N3C(=O)c4ccc(cc4C3=O)C(O)=O)=C1C
InChI
1S/C20H15N3O5/c1-11-16(19(26)23(21(11)2)13-6-4-3-5-7-13)22-17(24)14-9-8-12(20(27)28)10-15(14)18(22)25/h3-10H,1-2H3,(H,27,28)
InChI key
ZFYSDSINNOLWGO-UHFFFAOYSA-N
Application
BV02, an inhibitor of the 14-3-3 scaffolding protein docking sites, may be used to study the roles and functions of 14-3-3 scaffolding proteins in signaling pathways involved in the cell cycle, and processes such as apoptosis, stress response, and malignant cell transformation.
BV02 has been used to study the effects of 14-3-3σ on P-glycoprotein and pregnane X receptor protein xpression. It has also been used as a control in studying BAP1 (BRCA1 (breast cancer gene)-associated protein 1) inducing cell death via interaction with 14-3-3 in neuroblastoma.
Biochem/physiol Actions
BV02 is an inhibitor of the 14-3-3 scaffolding proteins docking site.
BV02 is an inhibitor of the 14-3-3 scaffolding proteins docking site. BV02 promotes the apoptotic death of cells expressing either wt Bcr-Abl construct or T315I mutation. It induces apoptosis by c-Abl release from 14-3-3? and re-location to nuclear compartment and at mitochondrial membranes.
signalword
Warning
hcodes
pcodes
Hazard Classifications
Aquatic Acute 1
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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BAP1 induces cell death via interaction with 14-3-3 in neuroblastoma
Sime W, et al.
Cell Death & Disease, 9(5), 458-458 (2018)
Dara K Mohammad et al.
The international journal of biochemistry & cell biology, 78, 63-74 (2016-07-07)
The Protein kinase B (AKT) regulates a plethora of intracellular signaling proteins to fine-tune signaling of multiple pathways. Here, we found that following B-cell receptor (BCR)-induced tyrosine phosphorylation of the cytoplasmic tyrosine kinase SYK and the adaptor BLNK, the AKT/PKB
Role of 14-3-3 sigma in over-expression of P-gp by rifampin and paclitaxel stimulation through interaction with PXR
Kim SW, et al.
Cellular Signalling, 31, 124-134 (2017)