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700123P

Avanti

CholPC

Avanti Research™ - A Croda Brand 700123P, powder

Synonym(s):

cholesteryl phosphocholine

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About This Item

Empirical Formula (Hill Notation):
C32H58NO4P
CAS Number:
65956-64-1
Molecular Weight:
551.78
UNSPSC Code:
12352211
NACRES:
NA.25

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

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

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.

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.

Packaging

20 mL Clear Glass Screw Cap Vial (700123P-500mg)
5 mL Amber Glass Screw Cap Vial (700123P-25mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Bilayer interactions among unsaturated phospholipids, sterols, and ceramide
Slotte JP, et al.
Biophysical Journal, 112(8), 1673-1681 (2017)
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
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
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
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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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