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999991P

Avanti

18:0 Diether PC

1,2-di-O-octadecyl-sn-glycero-3-phosphocholine, powder

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
UNSPSC Code:
51191904
NACRES:
NA.25

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

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 Code

11 - Combustible Solids


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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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
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
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
Juergen Graessler et al.
PloS one, 4(7), e6261-e6261 (2009-07-16)
Dyslipoproteinemia, obesity and insulin resistance are integrative constituents of the metabolic syndrome and are major risk factors for hypertension. The objective of this study was to determine whether hypertension specifically affects the plasma lipidome independently and differently from the effects

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