77286-66-9 Usage
Chemical Properties
white powder
Uses
Edelfosine or 1-O-octadecyl-2-O-methyl-sn-glycero-3-phosphocholine might be used:as a non-hydrolysable LysoPC (phospholipid) analog for analyzing its ability to block sexual commitment in Plasmodium falciparumin multilamellar vesicle preparation to study its effect on model membranesin the selection and screening of mutagenized cells, having the ability to inhibit the transport of alkylphosphocholine drugs across the plasma membrane
Biological Activity
Synthetic lysophospholipid analog that selectively inhibits phosphatidylinositol phospholipase C. Also acts as an agonist at platelet-activating factor (PAF) receptors. Antitumor lipid; selectively induces apoptosis in tumor cells, sparing normal cells.
Biochem/physiol Actions
Edelfosine acts as a precursor for alkyl-lysophospholipids. It possesses apoptotic action against several cancer cells such as prostate, leukemia, brain and lung tumors. It is associated with cellular transport system, signaling transducing systems, cytokine synthesis and lipid metabolism. Edelfosine is known to control intracellular?calcium levels. It is not mutagenic and its anti-tumor action requires its incorporation into the cell. Edelfosine is also found to block the replication of human immunodeficiency virus type I (HIV-I).
Check Digit Verification of cas no
The CAS Registry Mumber 77286-66-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,7,2,8 and 6 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 77286-66:
(7*7)+(6*7)+(5*2)+(4*8)+(3*6)+(2*6)+(1*6)=169
169 % 10 = 9
So 77286-66-9 is a valid CAS Registry Number.
InChI:InChI=1/C10H24NO5P/c1-6-10(14-5)9-16-17(12,13)15-8-7-11(2,3)4/h10H,6-9H2,1-5H3/t10-/m0/s1
77286-66-9Relevant articles and documents
An effective reagent to functionalize alcohols with phosphocholine
Xu, Lianyan L.,Berg, Lawrence J.,Jamin Keith,Townsend, Steven D.
supporting information, p. 767 - 770 (2020/02/11)
Phosphocholine is a small haptenic molecule that is both a precursor and degradation product of choline. Phosphocholine decorates a number of biologics such as lipids and oligosaccharides. In this study, an air and bench stable phosphocholine donor has been developed and evaluated with a number of alcohol acceptors. Using a one-pot, three-step sequence, (phosphitylation, oxidation, and phosphate deprotection) phosphocholine derivatives are synthesized in high yields. Of particular interest is the synthesis of miltefosine, the lone oral drug approved to treat leishmaniasis. Due to its prohibitive expense ($1500 per g), miltefosine is not accesable for the majority of the world's patients. Based on the described reaction sequence, this drug can be produced for $25 per g.
Synthesis of enantiomerically pure ether lipid analogues from D-mannitol
Pinchuk, Anatoly N.,Mitsner, Boris I.,Shvets, Vitaly I.
, p. 65 - 75 (2007/10/02)
A new scheme for synthesis of enantiomerically pure ether lipid analogues 3-O-octadecyl-2-O-methyl-sn-glycero-phosphocholine (D-ET-18-OCH3), 1-O-octadecyl-2-O-methyl-sn-glycero-phosphocholine (L-ET-18-OCH3) and their oleyl analogues is described.The key s
Trimethylsilyl triflate mediated introduction of phospholipid head groups
Gadek
, p. 915 - 918 (2007/10/02)
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