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Documenti fondamentali

700123P

Avanti

CholPC

Avanti Research™ - A Croda Brand 700123P, powder

Sinonimo/i:

cholesteryl phosphocholine

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About This Item

Formula empirica (notazione di Hill):
C32H58NO4P
Numero CAS:
65956-64-1
Peso molecolare:
551.78
Codice UNSPSC:
12352211
NACRES:
NA.25

Saggio

>99% (TLC)

Stato

powder

Confezionamento

pkg of 1 × 25 mg (700123P-25mg)
pkg of 1 × 500 mg (700123P-500mg)

Produttore/marchio commerciale

Avanti Research™ - A Croda Brand 700123P

Condizioni di spedizione

dry ice

Temperatura di conservazione

−20°C

Stringa SMILE

[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
MWEZHNCHKXEIBJ-UHFFFAOYSA-O

Categorie correlate

Descrizione generale

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.

Applicazioni

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.

Azioni biochim/fisiol

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.

Confezionamento

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

Note legali

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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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
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.

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