475841
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.
Sinonimo/i:
Miltefosine, HePC, 1-Hexadecylphosphorylcholine
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About This Item
Formula empirica (notazione di Hill):
C21H46NO4P
Numero CAS:
Peso molecolare:
407.57
Numero MDL:
Codice UNSPSC:
12352200
Prodotti consigliati
Livello qualitativo
Saggio
≥98% (TLC)
Forma fisica
crystalline solid
Produttore/marchio commerciale
Calbiochem®
Condizioni di stoccaggio
OK to freeze
protect from light
Solubilità
ethanol: 1 mg/mL
PBS, pH 7.2: 2.5 mg/mL
DMSO: 800 μg/mL
Condizioni di spedizione
ambient
Temperatura di conservazione
−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
PQLXHQMOHUQAKB-UHFFFAOYSA-N
Descrizione generale
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.
Azioni biochim/fisiol
Cell permeable: no
Primary Target
CTP:phosphocholine cytidyltransferase
CTP:phosphocholine cytidyltransferase
Product does not compete with ATP.
Reversible: no
Confezionamento
Packaged under inert gas
Attenzione
Toxicity: Harmful (C)
Ricostituzione
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.
Altre note
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.
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.
Note legali
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Avvertenze
Danger
Indicazioni di pericolo
Consigli di prudenza
Classi di pericolo
Acute Tox. 3 Oral
Codice della classe di stoccaggio
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
Classe di pericolosità dell'acqua (WGK)
WGK 3
Certificati d'analisi (COA)
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I documenti relativi ai prodotti acquistati recentemente sono disponibili nell’Archivio dei documenti.
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 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
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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