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850468P

Avanti

18:0-18:2 PC

Avanti Research™ - A Croda Brand

Synonym(s):

1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine; PC(18:0/18:2(9Z,12Z))

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About This Item

Empirical Formula (Hill Notation):
C44H84NO8P
CAS Number:
27098-24-4
Molecular Weight:
786.11
MDL number:
MFCD00674330
UNSPSC Code:
51191904
NACRES:
NA.25

Key Documents

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Product Name

18:0-18:2 PC, 1-stearoyl-2-linoleoyl-sn-glycero-3-phosphocholine, powder

SMILES string

[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(CCCCCCC/C=C\C/C=C\CCCCC)=O)COC(CCCCCCCCCCCCCCCCC)=O)=O

InChI

1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,21,23,42H,6-14,16,18-20,22,24-41H2,1-5H3/b17-15-,23-21-/t42-/m1/s1

InChI key

FORFDCPQKJHEBF-VPUSDGANSA-N

assay

>99% (TLC)

form

powder

packaging

pkg of 2 × 100 mg (850468P-200mg)
pkg of 1 × 25 mg (850468P-25mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 850468P

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

Application

18:0-18:2 PC is suitable for use:
  • in the preparation of large unilamellar vesicles
  • in the preparation of liposomes
  • to prepare oxidised phospholipid by 2,2′-azobis(2-amidinopropane) dihydrochloride (AAPH) for multiple reaction monitoring (MRM) analysis

Biochem/physiol Actions

Phosphatidylcholine is one of the major glycerophospholipids of the eukaryotic membranes. It is essential for maintaining the structure and functions of the membrane. PC is the substrate for sphingomyelin synthesis. PC is the precursor for various second messenger like phosphatidic acid, lysophosphatidic acid, diacylglycerol.

General description

18:0-18:2 phosphatidylcholine (PC) has a saturated fatty acid at the sn-1 position, unsaturated fatty acid at the sn-2 position and phosphate-containing polar group at the sn-3 position. PC is a zwitterionic phospholipid. PC is synthesized by Kennedy pathway from choline.

Packaging

5 mL Clear Glass Sealed Ampule (850468P-200mg)
5 mL Clear Glass Sealed Ampule (850468P-25mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

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Development of oxidized phosphatidylcholine isomer profiling method using supercritical fluid chromatography/tandem mass spectrometry
Uchikata T, et al.
Journal of Chromatography A, 1250(2), 205-211 (2012)
A Arora et al.
Archives of biochemistry and biophysics, 373(1), 102-109 (2000-01-06)
The polyphenolic structures of flavonoids and isoflavonoids confer them with the ability to scavenge free radicals and to chelate transition metals, a basis for their potent antioxidant abilities. Another possible contributory mechanism toward their antioxidant activities is their ability to
Z Djuric et al.
Journal of biochemical and molecular toxicology, 15(2), 114-119 (2001-04-03)
Lipid and DNA oxidation catalyzed by iron(II) were compared in HEPES and phosphate buffers. Lipid peroxidation was examined in a sensitive liposome system constructed with a fluorescent probe that allowed us to examine the effects of both low and high
The Kennedy pathway?de novo synthesis of phosphatidylethanolamine and phosphatidylcholine
Gibellini F and Smith TK
IUBMB Life, 62(6), 414-428 (2010)
Wenbo Cao et al.
Analytical chemistry, 90(17), 10286-10292 (2018-08-11)
The presence of carbon-carbon double bonds (C═Cs) in unsaturated phospholipids is closely related to lipid conformations and physiochemical activities. Previously, we have demonstrated that epoxidation reaction facilitated by low-temperature plasma (LTP) enabled the structural analysis of unsaturated fatty acids (FAs).

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