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5.31370

Sigma-Aldrich

BMP-2 Signaling Enhancer, A01

Synonym(s):

BMP-2 Signaling Enhancer, A01, (4-((4-Chloro-3-(trifluoromethyl)phenyl)sulfonyl)-1-piperazinyl)(4-(5-methyl-1H-pyrazol-1-yl)phenyl)methanone, Smurf1 Inhibitor, A01

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10 MG
$266.00

$266.00


Estimated to ship on22 April 2025

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10 MG
$266.00

About This Item

Empirical Formula (Hill Notation):
C22H20ClF3N4O3S
Molecular Weight:
512.93
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

$266.00


Estimated to ship on22 April 2025

New, lower price on this item!

Request a Bulk Order

Assay

≥97% (HPLC)

Quality Level

form

powder

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

yellow

solubility

DMSO: 50 mg/mL

storage temp.

2-8°C

SMILES string

C1COCCN1C2=NC(=NC(=N2)NC3=CC=C(C=C3)[N+](=O)[O-])N4CCOCC4

InChI

1S/C17H21N7O4/c25-24(26)14-3-1-13(2-4-14)18-15-19-16(22-5-9-27-10-6-22)21-17(20-15)23-7-11-28-12-8-23/h1-4H,5-12H2,(H,18,19,20,21)

InChI key

MSSXBKQZZINCRI-UHFFFAOYSA-N

General description

A cell-permeable phenylsulfonyl-piperazinyl compound that enhances BMP-2 associated signaling by selectively inhibiting Smurf1-mediated Smad1/5 ubiquitination and thereby prolonging the half life of Smad1 and 5. Directly and specifically blocks WW domains mediated Smurf1-Smad1/5 complex formation (Kd = 3.664 nM), but has no effect on Smurf2-Smad2 and Smurf2-Smad3 interaction. Increases Smad1/5 levels in cells pre-transfected wild type Smurf1, but not the C699A mutant Smurf1 lacking ubiquitin ligase activity. Does not affect the mRNA levels of Smad1 and Smad5. Also, has no effect on the level of Smad2/3, Smad4, ING2 and RhoA. Shown to potentiate BMP-2 induced osteoblastic differentiation of C2C12 cells (~ 2 µM in 48 h).
A cell-permeable phenylsulfonyl-piperazinyl compound that enhances BMP-2 associated signaling by selectively inhibiting Smurf1-mediated Smad1/5 ubiquitination and thereby prolonging the half life of Smad1 and 5. Directly and specifically blocks WW domains mediated Smurf1-Smad1/5 complex formation (Kd = 3.664 nM), but has no effect on Smurf2-Smad2 and Smurf2-Smad3 interaction. Increases Smad1/5 levels in cells pre-transfected wild type Smurf1, but not the C699A mutant Smurf1 lacking ubiquitin ligase activity. Does not affect the mRNA levels of Smad1 and Smad5. Also, has no effect on the level of Smad2/3, Smad4, ING2 and RhoA. Shown to potentiate BMP-2 induced osteoblastic differentiation of C2C12 cells (~ 2 µM in 48 h).

Please note that the molecular weight for this compound is batch-specific due to variable water content.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
Smurf1
Reversible: yes

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Cao, Y., et al. 2014. Sci. Rep.4, 4965.

Legal Information

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

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’.

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