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经验公式（希尔记法）:
C32H58NO4P
化学文摘社编号:
分子量:
551.78
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
产品名称
CholPC, Avanti Research™ - A Croda Brand 700123P, powder
SMILES string
[P](=O)(OC1CCC2(C3C(C4C(C(CC4)C(CCCC(C)C)C)(CC3)C)CC=C2C1)C)(OCC[N+](C)(C)C)O
InChI
1S/C32H58NO4P/c1-23(2)10-9-11-24(3)28-14-15-29-27-13-12-25-22-26(37-38(34,35)36-21-20-33(6,7)8)16-18-31(25,4)30(27)17-19-32(28,29)5/h12,23-24,26-30H,9-11,13-22H2,1-8H3/p+1
InChI key
MWEZHNCHKXEIBJ-UHFFFAOYSA-O
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 25 mg (700123P-25mg)
pkg of 1 × 500 mg (700123P-500mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 700123P
shipped in
dry ice
storage temp.
−20°C
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Application
Cholesteryl phosphocholine has been used in the preparation of multilamellar lipid vesicles (MLVs) for nuclear magnetic resonance (NMR) and differential scanning calorimetry (DSC) studies. It has also been used in the preparation of ceramide-cholesterol phosphocholine bilayers.
Biochem/physiol Actions
Cholesteryl phosphocholine (CholPC) is used in the generation of stable lipid bilayers. CholPC complexed to C6-ceramide is bioavailable and is useful in cell culture delivery studies. The CholPC and ceramide mixture is stable.
General description
Ceramide forms stable, fluid bilayers with cholesteryl phosphocholine, and this formulation has been shown to be more potent than solvent-delivered (DMSO) formulations of C6 Ceramide in inhibiting proliferation, inducing apoptosis, and disturbing calcium homeostasis.CholPC forms bilayers (giant uni- and multilamellar vesicles, as well as extruded large unilamellar vesicles) with both ceramides and cholesterol. The extruded bilayers appear to be fluid, although highly ordered, even when the ceramide has an N-linked palmitoyl acyl chain.
Cholesteryl phosphocholine (CholPC) structure has hydrophobic region and a large polar head group. It takes up an umbrella structure upon interaction with lipids.
Packaging
20 mL Clear Glass Screw Cap Vial (700123P-500mg)
5 mL Amber Glass Screw Cap Vial (700123P-25mg)
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Pramod Sukumaran et al.
PloS one, 8(4), e61290-e61290 (2013-04-27)
Ceramides are potent bioactive molecules in cells. However, they are very hydrophobic molecules, and difficult to deliver efficiently to cells. We have made fluid bilayers from a short-chain D-erythro-ceramide (C6-Cer) and cholesteryl phosphocholine (CholPC), and have used this as a
Bilayer interactions among unsaturated phospholipids, sterols, and ceramide
Slotte JP, et al.
Biophysical Journal, 112(8), 1673-1681 (2017)
Max Lönnfors et al.
Langmuir : the ACS journal of surfaces and colloids, 29(7), 2319-2329 (2013-01-30)
We prepared cholesteryl phosphocholine (CholPC) by chemical synthesis and studied its interactions with small (ceramide and cholesterol) and large headgroup (sphingomyelin (SM) and phosphatidylcholine) colipids in bilayer membranes. We established that CholPC could form bilayers (giant uni- and multilamellar vesicles
Matti A Kjellberg et al.
PloS one, 10(11), e0143385-e0143385 (2015-11-26)
Ceramides can be delivered to cultured cells without solvents in the form of complexes with cholesteryl phosphocholine. We have analysed the delivery of three different radiolabeled D-erythro-ceramides (C6-Cer, C10-Cer and C16-Cer) to HeLa cells, and followed their metabolism as well
Kacee H Sims et al.
Biochimica et biophysica acta, 1841(8), 1038-1048 (2014-06-24)
Lipid research is challenging owing to the complexity and diversity of the lipidome. Here we review a set of experimental tools developed for the seasoned lipid researcher, as well as, those who are new to the field of lipid research.
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