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SML1404

Sigma-Aldrich

A01 (Smurf1 inhibitor)

≥98% (HPLC)

Synonym(s):

[4-[[4-Chloro-3-(trifluoromethyl)phenyl]sulfonyl]-1-piperazinyl][4-(5-methyl-1H-pyrazol-1-yl)phenyl]methanone

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About This Item

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

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

O=S(C1=CC=C(Cl)C(C(F)(F)F)=C1)(N2CCN(C(C3=CC=C(N4N=CC=C4C)C=C3)=O)CC2)=O

InChI

1S/C22H20ClF3N4O3S/c1-15-8-9-27-30(15)17-4-2-16(3-5-17)21(31)28-10-12-29(13-11-28)34(32,33)18-6-7-20(23)19(14-18)22(24,25)26/h2-9,14H,10-13H2,1H3

InChI key

QFYLTUDRXBNZFQ-UHFFFAOYSA-N

Biochem/physiol Actions

A01 is a high affinity selective inhibitor of E3 ubiquitin-protein ligase Smurf1 (Smad ubiquitination regulatory factor-1) that disturbs Smurf1-Smad1/5 interaction and blocks Smurf1 mediated Smad1/5 ubiquitination. A01 increases responsiveness to BMP-2 in myoblasts and osteoblasts.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Julia Kaiser et al.
eNeuro, 7(5) (2020-09-06)
Transforming growth factor (TGF)β1 has repeatedly been associated with axonal regeneration and recovery after injury to the CNS. We found TGFβ1 upregulated in the stroke-denervated mouse spinal cord after ischemic injury to the motor cortex as early as 4 d
Fanying Jiang et al.
Investigative ophthalmology & visual science, 65(2), 18-18 (2024-02-07)
TGF-β/BMP signaling pathway plays a significant role in fibrotic cataract. Smurf1, a ubiquitin protein ligase, regulates the TGF-β/BMP signaling pathway through the ubiquitin-proteasome system (UPS). This study aims to investigate the role of Smurf1 in the progression of fibrotic cataract
Haiyin Li et al.
Insect science, 29(5), 1251-1261 (2022-01-23)
Diapause, an important strategy used by insects to avoid adverse environments, is regulated by various cell signaling pathways. The results of our previous studies demonstrated that the transforming growth factor-β (TGF-β) signaling pathway regulated pupal diapause in Helicoverpa armigera, which

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