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Merck
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重要文件

475841

Sigma-Aldrich

Miltefosine

An ether lipid analog that acts as an inhibitor of CTP:phosphocholine cytidyltransferase and displays remarkable antiproliferative effect both in vitro and in vivo.

同義詞:

Miltefosine, HePC, 1-Hexadecylphosphorylcholine

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About This Item

經驗公式(希爾表示法):
C21H46NO4P
CAS號碼:
分子量::
407.57
MDL號碼:
分類程式碼代碼:
12352200

品質等級

化驗

≥98% (TLC)

形狀

crystalline solid

製造商/商標名

Calbiochem®

儲存條件

OK to freeze
protect from light

溶解度

ethanol: 1 mg/mL
PBS, pH 7.2: 2.5 mg/mL
DMSO: 800 μg/mL

運輸包裝

ambient

儲存溫度

−20°C

InChI

1S/C21H46NO4P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-25-27(23,24)26-21-19-22(2,3)4/h5-21H2,1-4H3

InChI 密鑰

PQLXHQMOHUQAKB-UHFFFAOYSA-N

一般說明

An ether lipid analog that acts as an inhibitor of CTP:phosphocholine cytidyltransferase and displays remarkable antiproliferative effect both in vitro and in vivo. Also induces apoptosis mediated by cell-permeable ceramides.
An ether lipid analog that acts as an inhibitor of CTP:phosphocholine cytidyltransferase. Reported to exhibit anti-proliferative and anti-metastatic effects in vitro and in vivo. Also reported to induce apoptosis mediated by cell-permeable ceramides. Shown to have anti-protozoal activity against Leishmania species.

生化/生理作用

Cell permeable: no
Primary Target
CTP:phosphocholine cytidyltransferase
Product does not compete with ATP.
Reversible: no

包裝

Packaged under inert gas

警告

Toxicity: Harmful (C)

重構

Following reconstitution in ethanol or DMSO, aliquot and freeze (-20°C). Stock solutions in ethanol or DMSO are stable for up to 3 months at -20°C. Stock solutions in PBS are stable for up to 24 h at -20°C.

其他說明

Wieder, T., et al. 1998. J. Biol. Chem.273, 11025.
Wieder, T., et al. 1993. Biochem. J.291, 561.
Geilen, C.C., et al. 1992. J. Biol. Chem.267, 6719.
Geilen, C.C., et al. 1991. Eur. J. Cancer27, 1650.

法律資訊

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

象形圖

Skull and crossbones

訊號詞

Danger

危險聲明

危險分類

Acute Tox. 3 Oral

儲存類別代碼

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

水污染物質分類(WGK)

WGK 3


分析證明 (COA)

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T Wieder et al.
The Biochemical journal, 291 ( Pt 2), 561-567 (1993-04-15)
The antagonization of phorbol 12-myristate 13-acetate (PMA)-stimulated phosphatidylcholine (PtdCho) biosynthesis by the phospholipid analogue hexadecylphosphocholine (HePC) in MDCK cells was investigated and compared with the corresponding influence in HeLa cells. In both cell lines, PMA-stimulated PtdCho biosynthesis was antagonized by
Yash Gupta et al.
Journal of food and drug analysis, 30(1), 128-149 (2022-06-02)
Leishmaniasis remains a serious public health problem in many tropical regions of the world. Among neglected tropical diseases, the mortality rate of leishmaniasis is second only to malaria. All currently approved therapeutics have toxic side effects and face rapidly increasing
C C Geilen et al.
The Journal of biological chemistry, 267(10), 6719-6724 (1992-04-05)
The mechanism of the inhibition of phosphatidylcholine biosynthesis by the phospholipid analogue, hexadecylphosphocholine, was investigated in Madin-Darby canine kidney cells. In the presence of 50 mumol/liter hexadecylphosphocholine, there was a translocation of CTP:choline-phosphate cytidylyltransferase (EC 22.7.7.15) activity from the membranes
C C Geilen et al.
European journal of cancer (Oxford, England : 1990), 27(12), 1650-1653 (1991-01-01)
The antineoplastic agent, hexadecylphosphocholine, a phospholipid analogue, inhibited phosphatidylserine-activated protein kinase C in vitro at concentrations higher than 40 mumol/l. The half-inhibitory concentration (IC50) was 62 mumol/l. Another alkylphosphocholine, dodecylphosphocholine, did not have an inhibitory effect on protein kinase C.
T Wieder et al.
The Journal of biological chemistry, 273(18), 11025-11031 (1998-06-06)
The prototype of a new class of antiproliferative phospholipid analogs, hexadecylphosphocholine (HePC), has been shown to inhibit tumor growth and is currently used for the treatment of cutaneous metastases of mammary carcinomas. Although several cellular targets of HePC, e.g. protein

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