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Merck

04449

O-(Octadecylphosphoryl)choline

≥98% (TLC)

Sinonimo/i:

Octadecylphosphocholine, Phosphocholine octadecyl ester

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Informazioni su questo articolo

Formula empirica (notazione di Hill):
C23H50NO4P
Numero CAS:
Peso molecolare:
435.62
PubChem Substance ID:
UNSPSC Code:
12352211
Beilstein/REAXYS Number:
3694312
MDL number:
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assay

≥98% (TLC)

lipid type

phospholipids

storage temp.

−20°C

SMILES string

CCCCCCCCCCCCCCCCCCOP([O-])(=O)OCC[N+](C)(C)C

InChI

1S/C23H50NO4P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-22-27-29(25,26)28-23-21-24(2,3)4/h5-23H2,1-4H3

InChI key

ZBNJXSZNWZUYCI-UHFFFAOYSA-N

Application

Antitumor phospholipid, induces apoptosis in three human leukemic cell lines.

Biochem/physiol Actions

C18-phosphocholine was the most potent alkylphosphocholine tested in inhibiting phosphatidylcholine biosynthesis. The effect is mediated by interrupting the translocation of the rate-limiting enzyme, CTP:phosphocholine cytidylyltransferase, to membranes, where it is active.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Classe di stoccaggio

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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R Zeisig et al.
Anti-cancer drugs, 2(4), 411-417 (1991-08-01)
Hexadecylphosphocholine (HPC) and its analogs with a longer alkyl chain (C18 and C20) were examined for antineoplastic activity in the murine tumor models P388 leukemia, B 16 melanoma, the mammary carcinoma C3H and Ca 755, and the human MT-1 mammary
James McBride et al.
Journal of clinical microbiology, 43(2), 629-634 (2005-02-08)
We have developed and optimized a 96-well microtiter plate assay, based on the reduction of alamarBlue, to assess the efficacies of much needed new antimicrobials against Acanthamoeba species. This assay has been optimized for determination of drug efficacy against two
V Brochez et al.
Lipids, 34(5), 511-516 (1999-06-24)
The determination of cellular content of octadecylphosphocholine (D-19391) and hexadecylphosphocholine (HePC, D-18506), two anticancer agents of the alkylphosphocholine group, using capillary gas chromatography is described. The compounds' cytotoxicity was first determined by the MTT [3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyltetrazolium] assay, being indicative for the
E Posse de Chaves et al.
The Biochemical journal, 312 ( Pt 2), 411-417 (1995-12-01)
At least 50% of the major axonal membrane lipid, phosphatidylcholine, of rat sympathetic neurons is synthesized in situ in axons [Posse de Chaves, Vance, Campenot and Vance (1995) J. Cell Biol. 128, 913-918]. In the same study we reported that
Janez Mravljak et al.
Journal of medicinal chemistry, 48(20), 6393-6399 (2005-09-30)
Alkylphospholipid analogues of perifosine and miltefosine bearing a nitroxide moiety at different positions on an alkyl chain were synthesized as electron paramagnetic resonance (EPR) probes. Their amphiphilic properties were characterized by determining their critical micelle concentration (cmc) and hemolytic activity

Numero articolo commerciale globale

SKUGTIN
115002-5G04061833376300

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