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Merck
CN

880345P

Avanti

PChcPC

Avanti Research™ - A Croda Brand

Synonym(s):

1-palmitoyl-2-cholesterylcarbonoyl-sn-glycero-3-phosphocholine

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About This Item

Empirical Formula (Hill Notation):
C52H94NO9P
CAS Number:
1085528-78-4
Molecular Weight:
908.28
UNSPSC Code:
51191904
NACRES:
NA.25

Key Documents

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Product Name

PChcPC, Avanti Research™ - A Croda Brand 880345P, powder

InChI

1S/C52H94NO9P/c1-10-11-12-13-14-15-16-17-18-19-20-21-22-26-49(54)58-38-44(39-60-63(56,57)59-36-35-53(7,8)9)62-50(55)61-43-31-33-51(5)42(37-43)27-28-45-47-30-29-46(41(4)25-23-24-40(2)3)52(47,6)34-32-48(45)51/h27,40-41,43-48H,10-26,28-39H2,1-9H3/t41-,43?,44

InChI key

KKNCLZSXBLVOBE-JGQOPVPKSA-N

SMILES string

O=P([O-])(OCC[N+](C)(C)C)OC[C@H](OC(OC1CC[C@]2(C)C(C1)=CCC3C2CC[C@]4(C)C3CC[C@H]4[C@@H](C)CCCC(C)C)=O)COC(CCCCCCCCCCCCCCC)=O

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 25 mg (880345P-25mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 880345P

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

Biochem/physiol Actions

PChcPC is a sterol modified phospholipid (SML) known to maintain the stability of bilayers. They do not freely interchange as cholesterol does between the membranes. This new class of phospholipids provides a new tool for biophysical studies on membrane. This may enhance the process of drug delivery mediated by liposome. Especially in organs, prior to the removal of free cholesterol from bilayers of blood, skin or lung.

Packaging

5 mL Amber Glass Screw Cap Vial (880345P-25mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk

WGK 3

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Zhaohua Huang et al.
Journal of the American Chemical Society, 130(46), 15702-15712 (2008-10-28)
We synthesized a family of sterol-modified glycerophospholipids (SML) in which the sn-1 or sn-2 position is covalently attached to cholesterol and the alternative position contains an aliphatic chain. The SML were used to explore how anchoring cholesterol to a phospholipid
Zhaohua Huang et al.
Angewandte Chemie (International ed. in English), 48(23), 4146-4149 (2009-05-09)
Extreme makeover of cholesterol: Cholesterol exchange is a major reason for the instability of liposomes in blood. The formation of a covalent hybrid between cholesterol and glycerophosphocholine preserves the bilayer-stabilizing effect of free cholesterol but prevents its transfer from the
F Foglia et al.
Langmuir : the ACS journal of surfaces and colloids, 27(13), 8275-8281 (2011-06-04)
Langmuir isotherm, neutron reflectivity, and small angle neutron scattering studies have been conducted to characterize the monolayers and vesicular bilayers formed by a novel chimeric phospholipid, ChemPPC, that incorporates a cholesteryl moeity and a C-16 aliphatic chain, each covalently linked
Maryam Iman et al.
International journal of pharmaceutics, 408(1-2), 163-172 (2011-02-01)
1,2-Di-stigma-steryl-hemi-succinoyl-sn-glycero-3-phosphocholine (DSHemsPC) is a new lipid in which two molecules of stigmasterol (an inexpensive plant sterol) are covalently linked via a succinic acid to glycerophosphocholine. Since amphotericin B (AmB) interacts with sterols, we postulated that DSHemsPC could be used in

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