Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

SML0140

Sigma-Aldrich

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

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

Storage Class Code

11 - Combustible Solids

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
BAP1 induces cell death via interaction with 14-3-3 in neuroblastoma
Sime W, et al.
Cell Death & Disease, 9(5), 458-458 (2018)
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
Boaz Musafia et al.
PloS one, 9(5), e97696-e97696 (2014-05-23)
This study describes the development of aptamers as a therapy against influenza virus infection. Aptamers are oligonucleotides (like ssDNA or RNA) that are capable of binding to a variety of molecular targets with high affinity and specificity. We have studied
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service