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850468P

Avanti

18:0-18:2 PC

1-stearoyl-2-linoleoyl-sn-glycero-3-phosphocholine, powder

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Synonym(s):
1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine; PC(18:0/18:2(9Z,12Z))
Empirical Formula (Hill Notation):
C44H84NO8P
CAS Number:
27098-24-4
Molecular Weight:
786.11
UNSPSC Code:
51191904
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

packaging

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

manufacturer/tradename

Avanti Polar Lipids 850468P

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

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

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.

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.

Packaging

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

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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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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