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Merck

999991P

Avanti

18:0 Diether PC

Avanti Research - A Croda Brand

Synonym(s):

1,2-di-O-SPC

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About This Item

Empirical Formula (Hill Notation):
C44H92NO6P
CAS Number:
Molecular Weight:
762.18
MDL number:
UNSPSC Code:
51191904
NACRES:
NA.25
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Product Name

18:0 Diether PC, 1,2-di-O-octadecyl-sn-glycero-3-phosphocholine, powder

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 10 mg (999991P-10mg), pkg of 1 × 500 mg (999991P-500mg)

manufacturer/tradename

Avanti Research - A Croda Brand 999991P

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OCCCCCCCCCCCCCCCCCC)COCCCCCCCCCCCCCCCCCC)=O

InChI key

HVVJCLFLKMGEIY-USYZEHPZSA-N

General description

18:0 Diether PC (phosphocholine) is a class of glycerophospholipids that has two octadecane chains attached to the sn-1 and sn-2 positions of the glycerol backbone by ether bonds. It has choline as the alcohol moiety, attached to the phosphate group.

Application

18:0 Diether PC or 1,2-di-O-octadecyl-sn-glycero-3-phosphocholine might be used:
  • as a nonhydrolizable ether lipid in calcein-containing vesicles for calcein encapsulation
  • to prepare ether-linked phospholipid bilayer membrane for examining its thermotropic and barotropic phase transitions
  • as a component of internal standard mixture for lipid extraction from plasma sample using mass spectromety

Packaging

20 mL Clear Glass Screw Cap Vial (999991P-500mg)
5 mL Amber Glass Screw Cap Vial (999991P-10mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC


Storage Class

11 - Combustible Solids



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Chad Leidy et al.
Biophysical journal, 90(9), 3165-3175 (2006-02-08)
Secretory human phospholipase A2 type IIA (PLA2-IIA) catalyzes the hydrolysis of the sn-2 ester bond in glycerolipids to produce fatty acids and lysolipids. The enzyme is coupled to the inflammatory response, and its specificity toward anionic membrane interfaces suggests a
Hitoshi Matsuki et al.
Biochimica et biophysica acta, 1768(3), 479-489 (2006-12-05)
The bilayer phase transitions of a series of ether-linked phospholipids, 1,2-dialkylphosphatidylcholines containing linear saturated alkyl chain (C(n)=12, 14, 16 and 18), were observed by differential scanning calorimetry (DSC) under ambient pressure and light-transmittance measurements under high pressure. The thermodynamic quantities
John M Dean et al.
Protein & cell, 9(2), 196-206 (2017-05-20)
Ether lipids, such as plasmalogens, are peroxisome-derived glycerophospholipids in which the hydrocarbon chain at the sn-1 position of the glycerol backbone is attached by an ether bond, as opposed to an ester bond in the more common diacyl phospholipids. This