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SML0140

Sigma-Aldrich

BV02

≥98% (HPLC)

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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
Empirical Formula (Hill Notation):
C20H15N3O5
CAS Number:
292870-53-2
Molecular Weight:
377.35
MDL number:
MFCD00356631
UNSPSC Code:
12352200
PubChem Substance ID:
329825188
NACRES:
NA.77

description

The structure of BV02 differs slightly from the published form, but has been internally verified by Sigma-Aldrich quality control.

Quality Level

100

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 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.
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.

Biochem/physiol Actions

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.

Pictograms

Environment
GHS09

Signal Word

Warning

Hazard Statements

H400

Precautionary Statements

P273 - P391 - P501

Hazard Classifications

Aquatic Acute 1

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Chevaun D Morrison et al.
Cell death & disease, 8(6), e2899-e2899 (2017-07-01)
We recently established c-Abl as a potent suppressor of triple-negative breast cancer (TNBC) progression through its reactivation of a p53:p21 signaling axis coupled to senescence. Moreover, we observed co-expression of p53 and c-Abl to be essential for normal mammary epithelial
Srijan Acharya et al.
Biochimica et biophysica acta. Molecular cell research, 1867(8), 118721-118721 (2020-04-19)
Nicotinic acetylcholine receptors (nAChRs) belong to the ionophore receptor family, which regulates plasma membrane conductance to Na+, K+, and Ca2+ ions. Some studies, however, have shown that nAChRs also employ second messengers for intracellular signaling. We previously showed that α4β2
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