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Merck
CN

5.08197

Sigma-Aldrich

Ginkgolic Acid (15:1)

InSolution, ≥98%, 25 mM in DMSO

别名:

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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关于此项目

经验公式（希尔记法）:
C22H34O3
化学文摘社编号:
22910-60-7
分子量:
346.50
MDL编号:
MFCD03093717
UNSPSC代码:
12352106
NACRES:
NA.77

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质量水平

100

方案

≥98% (HPLC)

表单

liquid

制造商/商品名称

Calbiochem®

储存条件

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

储存温度

−70°C

SMILES字符串

Oc1c(c(ccc1)CCCCCCC\C=C/CCCCCC)C(=O)O

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 key

YXHVCZZLWZYHSA-FPLPWBNLSA-N

一般描述

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

包装

Packaged under inert gas

外形

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

制备说明

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.

其他说明

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

法律信息

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

免责声明

Toxicity: Standard Handling (A)

储存分类代码

10 - Combustible liquids

WGK

WGK 2

闪点(°F)

188.6 °F - (refers to pure substance)

闪点(°C)

87 °C - (refers to pure substance)

法规信息

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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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