5.08197

Ginkgolic Acid (15:1)

InSolution, ≥98%, 25 mM in DMSO

• 동의어(들): 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
• 실험식(Hill 표기법): C₂₂H₃₄O₃
• CAS Number: 22910-60-7
• Molecular Weight: 346.50
• MDL number: MFCD03093717
• UNSPSC 코드: 12352106
• NACRES: NA.77

속성

• Quality Level: 100
• 분석: ≥98% (HPLC)
• 양식: liquid
• 제조업체/상표: Calbiochem^®
• 저장 조건: OK to freeze; avoid repeated freeze/thaw cycles; desiccated (hygroscopic); protect from light
• 저장 온도: −70°C
• SMILES string: 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

설명

일반 설명

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.

생화학적/생리학적 작용

Cell permeable: yes

Primary Target
SUMO-activating enzyme E1

Reversible: yes

포장

Packaged under inert gas

경고

Toxicity: Standard Handling (A)

물리적 형태

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

재구성

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.

기타 정보

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

법적 정보

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

안전성 정보

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 2
• Flash Point (°F): 188.6 °F - (refers to pure substance)
• Flash Point (°C): 87 °C - (refers to pure substance)