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Wichtige Dokumente
E7034
EX-527
≥98% (HPLC)
Synonym(e):
6-Chloro-2,3,4,9-tetrahydro-1H-Carbazole-1-carboxamide
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About This Item
Empirische Formel (Hill-System):
C13H13ClN2O
CAS-Nummer:
Molekulargewicht:
248.71
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77
Empfohlene Produkte
Assay
≥98% (HPLC)
Form
powder
Farbe
white to beige
Löslichkeit
DMSO: >20 mg/mL
Lagertemp.
2-8°C
SMILES String
NC(=O)C1CCCc2c1[nH]c3ccc(Cl)cc23
InChI
1S/C13H13ClN2O/c14-7-4-5-11-10(6-7)8-2-1-3-9(13(15)17)12(8)16-11/h4-6,9,16H,1-3H2,(H2,15,17)
InChIKey
FUZYTVDVLBBXDL-UHFFFAOYSA-N
Anwendung
EX-527 has been used:
- in 1% dimethyl sulfoxide, 30%, polyethylene glycol-400 and 1% Tween 80 for treating C57BL/6 N mice to study its effect on intestinal morphological changes and crypt cell apoptosis
- as a an inhibitor of sirtuin 1, in treating human cancer lines MCF-7 (Michigan cancer foundation-7) and HCT116 (colon cancer cell line) incubated in Dulbecco′s modified Eagle′s medium, to study its effect on mitochondrial ATP (adenosine triphosphate) production
- Intracerebroventricularly infused in rat model of epileptogenesis, to access kainic acid–induced status epilepticus stimulated sirtuin 1 activity
Biochem./physiol. Wirkung
EX-527 is a potent and selective sirtuin 1 (SIRT1) inhibitor (IC50 38 nM) identified from a high throughput screen. EX-527 is more selective (200-500-fold) for SIRT1 than for SIRT2 or SIRT3 and has been shown to be a potent SIRT6 inhibitor using H3K56 deacetylation site based substrate. EX-527 does not inhibit class I/II HDAC activity at concentrations up to 100uM. Enhances p53 acetylation in response to DNA damaging agents. EX-527 is racemic; the active isomer (EX-243) gives similar results and potency whereas the other isomer (designated EX-242) is inactive.
Potent SIRT1 and SIRT6 inhibitor.
Leistungsmerkmale und Vorteile
This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
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Lagerklassenschlüssel
11 - Combustible Solids
WGK
WGK 3
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Artikel
Epigenetic modifications are thought to occur through two key interconnected processes—DNA methylation and the covalent modification of histones.
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