5.08197

Ginkgolic Acid (15:1)

InSolution, ≥98%, 25 mM in DMSO

• Sinonimo/i: InSolution Ginkgolic Acid (15:1), Histone Acetyltransferase Inhibitor VI, PCAF Inhibitor II, HAT Inhibitor VI, SUMOylation Inhibitor, ( Z)-6-(Pentadec-8-enyl)-2-hydroxybenzoic acid, ( Z)-2-Hydroxy-6-(pentadec-8-enyl)benzoic acid, Histone Acetyltransferase Inhibitor VI, PCAF Inhibitor II, HAT Inhibitor VI, SUMOylation Inhibitor, (Z)-6-(Pentadec-8-enyl)-2-hydroxybenzoic acid, (Z)-2-Hydroxy-6-(pentadec-8-enyl)benzoic acid
• Formula empirica (notazione di Hill): C₂₂H₃₄O₃
• Numero CAS: 22910-60-7
• Peso molecolare: 346.50
• Numero MDL: MFCD03093717
• Codice UNSPSC: 12352106
• NACRES: NA.77

Proprietà

• Livello qualitativo: 100
• Saggio: ≥98% (HPLC)
• Forma fisica: liquid
• Produttore/marchio commerciale: Calbiochem^®
• Condizioni di stoccaggio: OK to freeze; avoid repeated freeze/thaw cycles; desiccated (hygroscopic); protect from light
• Temperatura di conservazione: −70°C
• InChI: 1S/C22H34O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19-17-15-18-20(23)21(19)22(24)25/h7-8,15,17-18,23H,2-6,9-14,16H2,1H3,(H,24,25)/b8-7-; YXHVCZZLWZYHSA-FPLPWBNLSA-N

Descrizione

Descrizione generale

A cell-permeable anacardic acid (Cat. No. 172050) analog that inhibits protein SUMO (Cat. No. 662037, 662039, and 662042) modification (IC₅₀ = 3.0 µM using RanGAP1-C2 as substrate) in an ATP-dependent manner by selectively targeting SUMO-activating enzyme E1 (Cat. No. 662073 and 662074) and interfering with E1-SUMO intermediate formation independent of E1 active site cysteine. Both ginkgolic acid and anacardic acid are shown to effectively decrease overall SUMOylation of 293T cellular proteins, including p53, in a dose-dependent manner, while neither compound is effective in affecting overall cellular protein ubiquitination or histone H4K8 acetylation in 293T cultures, although both compounds are shown to inhibit histone lysine acetylation by PCAF (Cat. No. 124026) in cell-free acetylase assays.

Azioni biochim/fisiol

Cell permeable: yes

Primary Target
SUMO-activating enzyme E1

Reversible: yes

Confezionamento

Packaged under inert gas

Attenzione

Toxicity: Standard Handling (A)

Stato fisico

A 25 mM (2 mg/231 µl) sterile-filtered solution of Ginkgolic Acid (15:1) (Cat. No. 345887) in DMSO.

Ricostituzione

Following initial thaw, aliquot and freeze (-20°C). Aliquots are stable for up to 6 months at -20°C. Use only fresh DMSO for further dilutions.

Altre note

Fukuda, I., et al. 2009. Chem. Biol.16, 133.

Note legali

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

Informazioni sulla sicurezza

• Codice della classe di stoccaggio: 10 - Combustible liquids
• Classe di pericolosità dell'acqua (WGK): WGK 2
• Punto d’infiammabilità (°F): 188.6 °F - (refers to pure substance)
• Punto d’infiammabilità (°C): 87 °C - (refers to pure substance)