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Key Documents

5.08197

Sigma-Aldrich

Ginkgolic Acid (15:1)

InSolution, ≥98%, 25 mM in DMSO

同義詞:

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

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About This Item

經驗公式(希爾表示法):
C22H34O3
CAS號碼:
分子量::
346.50
MDL號碼:
分類程式碼代碼:
12352106
NACRES:
NA.77

品質等級

化驗

≥98% (HPLC)

形狀

liquid

製造商/商標名

Calbiochem®

儲存條件

OK to freeze
avoid repeated freeze/thaw cycles
desiccated (hygroscopic)
protect from light

儲存溫度

−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-

InChI 密鑰

YXHVCZZLWZYHSA-FPLPWBNLSA-N

一般說明

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.

生化/生理作用

Cell permeable: yes
Primary Target
SUMO-activating enzyme E1
Reversible: yes

包裝

Packaged under inert gas

警告

Toxicity: Standard Handling (A)

外觀

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

重構

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.

其他說明

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

法律資訊

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

儲存類別代碼

10 - Combustible liquids

水污染物質分類(WGK)

WGK 2

閃點(°F)

188.6 °F - (refers to pure substance)

閃點(°C)

87 °C - (refers to pure substance)


分析證明 (COA)

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Isao Fukuda et al.
Chemistry & biology, 16(2), 133-140 (2009-02-28)
Protein modification by small ubiquitin-related modifier proteins (SUMOs) controls diverse cellular functions. Dysregulation of SUMOylation or deSUMOylation processes has been implicated in the development of cancer and neurodegenerative diseases. However, no small-molecule inhibiting protein SUMOylation has been reported so far.

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