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Merck
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Key Documents

567731

Sigma-Aldrich

Sphingosine Kinase Inhibitor

The Sphingosine Kinase Inhibitor, also referenced under CAS 1177741-83-1, controls the biological activity of Sphingosine Kinase. This small molecule/inhibitor is primarily used for Cell Signaling applications.

别名:

Sphingosine Kinase Inhibitor, 2-( p-Hydroxyanilino)-4-( p-chlorophenyl) thiazole, HCl, SK Inhibitor I, 2-(p-Hydroxyanilino)-4-(p-chlorophenyl) thiazole, HCl, SK Inhibitor I

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About This Item

经验公式（希尔记法）:
C15H11ClN2OS · xHCl
CAS号:
1177741-83-1
分子量:
302.78 (free base basis)
分類程式碼代碼:
12352200
NACRES:
NA.77

品質等級

100

化驗

≥98% (HPLC)

形狀

solid

製造商／商標名

Calbiochem®

儲存條件

OK to freeze
desiccated (hygroscopic)
protect from light

顏色

white

溶解度

DMSO: 5 mg/mL

運輸包裝

ambient

儲存溫度

2-8°C

InChI

1S/C15H11ClN2OS.ClH/c16-11-3-1-10(2-4-11)14-9-20-15(18-14)17-12-5-7-13(19)8-6-12;/h1-9,19H,(H,17,18);1H

InChI 密鑰

ZDRVLAOYDGQLFI-UHFFFAOYSA-N

一般說明

A cell-permeable disubstituted thiazole compound that displays anti-tumor properties. Acts as a potent, substrate competitive, reversible, and highly specific inhibitor of sphingosine kinase (IC50 = 0.5 µM for GST-hSK). Does not affect the kinase activity of hERK2, hPI3K, or PKCα even at concentrations as high as 60 µM. Induces apoptosis in human cancer cells that express the drug transport proteins Pgp or MRP1 (IC50 = ~ 1-5 µM) through inhibiting sphingosine-1-phosphate production.
A cell-permeable, potent non-ATP-competitive, reversible, and specific inhibitor of sphingosine kinase (IC50 = 500 nM for GST-hSK) that also exhibits anti-tumor properties. Does not affect the kinase activity of hERK2, hPI3 K, or PKCα at cocentrations as high as 60 µM. Shown to induce apoptosis in human cancer cells that express the drug transport proteins Pgp or MRP1 (IC50 ~1-5 µM) by inhibiting sphingosine-1-phosphate production.

生化／生理作用

Cell permeable: yes
Primary Target
GST-hsk
Product competes with ATP.
Reversible: yes
Target IC50: 0.5 µM for GST-hSK

包裝

Packaged under inert gas

警告

Toxicity: Carcinogenic / Teratogenic (D)

重構

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

其他說明

French, K.J., et al. 2003. Cancer Res.63, 5962.

法律資訊

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

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 1

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Taro Okada et al.
iScience, 24(11), 103351-103351 (2021-11-23)
The importance of the G-protein βγ subunits in the regulation of cargo transport from the trans-Golgi network (TGN) to the plasma membrane (PM) is well accepted; however, the molecular mechanism underlying the G-protein activation at the TGN remains unclear. We
Mahesh Yadav et al.
Journal of immunology (Baltimore, Md. : 1950), 176(9), 5494-5503 (2006-04-20)
Previous studies have shown that the ability of Mycobacterium tuberculosis to block a Ca(2+) flux is an important step in its capacity to halt phagosome maturation. This affect on Ca(2+) release results from M. tuberculosis inhibition of sphingosine kinase (SPK)
Ilari Pulli et al.
Biochimica et biophysica acta, 1853(9), 2173-2182 (2015-04-22)
Caveolae are plasma membrane invaginations enriched in sterols and sphingolipids. Sphingosine kinase 1 (SK1) is an oncogenic protein that converts sphingosine to sphingosine 1-phosphate (S1P), which is a messenger molecule involved in calcium signaling. Caveolae contain calcium responsive proteins, but

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