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SML0630

Sigma-Aldrich

JW55

≥98% (HPLC)

Synonym(e):

N-[4-[[[[Tetrahydro-4-(4-methoxyphenyl)-2H-pyran-4-yl]methyl]amino]carbonyl]phenyl]-2-furancarboxamide

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About This Item

Empirische Formel (Hill-System):
C25H26N2O5
CAS-Nummer:
664993-53-7
Molekulargewicht:
434.48
UNSPSC-Code:
12352200
NACRES:
NA.77

Assay

≥98% (HPLC)

Form

powder

Farbe

white to beige

Löslichkeit

DMSO: 15 mg/mL, clear

Lagertemp.

2-8°C

InChI

1S/C25H26N2O5/c1-30-21-10-6-19(7-11-21)25(12-15-31-16-13-25)17-26-23(28)18-4-8-20(9-5-18)27-24(29)22-3-2-14-32-22/h2-11,14H,12-13,15-17H2,1H3,(H,26,28)(H,27,29)

InChIKey

ZJZWZIXSGNFWQQ-UHFFFAOYSA-N

Anwendung

JW55 has been used as a tankyrase-specific inhibitor to study its effects on the transcriptional activity of SRY-related HMG-box gene 9 (Sox9) in chondrocytes.

Biochem./physiol. Wirkung

JW55 can decrease the formation of mouse colon adenoma in vivo. It possesses a methoxyphenyl moiety spreading towards the G-loop.
JW55 is a potent and selective inhibitor of Wnt/β-catenin signaling, that functions via inhibition of the PARP domain of tankyrase 1 and tankyrase 2 (TNKS1/2) leading to stabilization of AXIN2 followed by increased degradation of β-catenin. JW55 specifically inhibits canonical Wnt signaling that results in reduced cell-cycle progression, proliferation, and colony formation in colon carcinoma cell lines.

Sonstige Hinweise

JW55 has been expertly reviewed and recommended by the Chemical Probes Portal. For more information, please visit the JW55 probe summary on the Chemical Probes Portal website.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

Teemu Haikarainen et al.
Bioorganic & medicinal chemistry letters, 26(2), 328-333 (2015-12-27)
Tankyrases 1 and 2, the specialized members of the ARTD protein family, are druggable biotargets whose inhibition may have therapeutic potential against cancer, metabolic disease, fibrotic disease, fibrotic wound healing and HSV viral infections. We have previously identified a novel
Sukyeong Kim et al.
Nature communications, 10(1), 4898-4898 (2019-10-28)
Osteoarthritis (OA) is a prevalent degenerative disease, which involves progressive and irreversible destruction of cartilage matrix. Despite efforts to reconstruct cartilage matrix in osteoarthritic joints, it has been a difficult task as adult cartilage exhibits marginal repair capacity. Here we
Daniel Zingg et al.
Cancer cell, 34(1), 69-84 (2018-07-17)
Human melanomas frequently harbor amplifications of EZH2. However, the contribution of EZH2 to melanoma formation has remained elusive. Taking advantage of murine melanoma models, we show that EZH2 drives tumorigenesis from benign BrafV600E- or NrasQ61K-expressing melanocytes by silencing of genes

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