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317496

BCI

Name: BCI
Brand: MM

≥95% (HPLC), Dusp1/CL100/HVH1/MKP1/PTPN10/Dusp6/MKP3/PYST1 Inhibitor, solid

Synonym(s):

Dual Specificity Protein Phosphatase 1/6 Inhibitor, BCI, NSC 150117, (E)-2-Benzylidene-3-(cyclohexylamino)-2,3-dihydro-1H-inden-1-one, MAP Kinase Phosphatase 1/3 Inhibitor, BCI, Dusp1/MKP1 Inhibitor, Dusp6/MKP3 Inhibitor, PTP Inhibitor XXVI

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About This Item

Empirical Formula (Hill Notation):

C₂₂H₂₃NO

CAS Number:

15982-84-0

Molecular Weight:

317.42

MDL number:

MFCD20232928

UNSPSC Code:

12352204

NACRES:

NA.32

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Properties

Product Name

Dual Specificity Protein Phosphatase 1/6 Inhibitor, BCI, The Dual Specificity Protein Phosphatase 1/6 Inhibitor, BCI controls the biological activity of Dual Specificity Protein Phosphatase 1/6. Primarily used for Phosphorylation & Dephosphorylation apps.

Quality Segment

100

assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze, protect from light

color

yellow

solubility

DMSO: 50 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

N(C4CCCCC4)C1c2c(cccc2)C(=O)\C\1=C/c3ccccc3

InChI

1S/C22H23NO/c24-22-19-14-8-7-13-18(19)21(23-17-11-5-2-6-12-17)20(22)15-16-9-3-1-4-10-16/h1,3-4,7-10,13-15,17,21,23H,2,5-6,11-12H2/b20-15-

InChI key

XJDKPLZUXCIMIS-HKWRFOASSA-N

Description

General description

A cell-permeable cyclohexylamino-indenone compound that acts as an allosteric inhibitor against substrate binding-induced MAPK phosphatase activity of Dusp1/CL100/HVH1/MKP1/PTPN10 and Dusp6/MKP3/PYST1 (57% and 30% reduction, respectively, of 0.21 and 2.1 µg Erk2-induced OMFP dephosphorylation by 0.21 µg Dusp6) by locking Dusp1 and Dusp6 in their low-activity conformation, while exhibiting little activity toward Cdc25B, DUSP3/VHR, DUSP5, or PTP1B. Shown to effectively enhance cellular Erk phosphorylation in HeLa cells overexpressing human Dusp1 and Dusp6 (EC₅₀ = 11.5 and 12.3 µM, respectively). FGF signaling activation by BCI treatment (5 to 10 µM) during zebrafish embryo development is reported to expand myocardial progenitors population at the expense of other progenitor cell types, resulting in enlarged heart size.

Packaging

Packaged under inert gas

Preparation Note

Following reconstiution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Molina, G., et al. 2009. Nat. Chem. Biol.5, 680.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Storage Class

11 - Combustible Solids

wgk

WGK 3

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