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MilliporeSigma

P4279

Sigma-Aldrich

L-α-Phosphatidylcholine

egg yolk, Type XIII-E, 100 mg/mL in ethanol, solution

Synonym(s):

1,2-Diacyl-sn-glycero-3-phosphocholine, 3-sn-Phosphatidylcholine, L-α-Lecithin, Azolectin, PC

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About This Item

CAS Number:
8002-43-5
Beilstein/REAXYS Number:
5209585
UNSPSC Code:
51321705
NACRES:
NA.25

Key Documents

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biological source

egg yolk

Quality Level

200

type

Type XIII-E

assay

≥99% (TLC)

form

solution

concentration

100 mg/mL in ethanol

functional group

phospholipid

lipid type

phosphoglycerides

storage temp.

−20°C

SMILES string

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

InChI

1S/C42H80NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h14,16,20-21,40H,6-13,15,17-19,22-39H2,1-5H3/b16-14-,21-20-/t40-/m1/s1

InChI key

JLPULHDHAOZNQI-ZTIMHPMXSA-N

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General description

Phosphatidylcholine is the major membrane phospholipid in eukaryotic cells. This structural component of the cellular membrane is the source of the bioactive lipids lysophosphatidylcholine, phosphatidic acid, diacylglycerol, lysophosphatidylcholine, platelet-activating factor, and arachidonic acid.

Application

L-α-Phosphatidylcholine has been used in differential lipid partitioning experiments of xenobiotics and natural compounds to determine trioleoylglycerol (TG) and phosphatidylcholine (PC) coefficients (KTG/PC) for partitioning of lipophilic chemicals.

Biochem/physiol Actions

A major structural phospholipid in brain, comprising approx. 15% of total lipid; primarily localized to gray matter.
Phosphatidylcholine serves as a reservoir for several lipid messengers. Phosphatidylcholine is used for the preparation of vesicle suspensions, commonly called liposomes or monolayers.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

hcodes

H225,H319

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

60.8 °F

flash_point_c

16 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SLCG3296
SLBV9388
SLBR7571V
SLBM1150V
SLBK6141V

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Takeshi Harayama et al.
Journal of lipid research, 50(9), 1824-1831 (2009-04-23)
Pulmonary surfactant is a complex of phospholipids and proteins lining the alveolar walls of the lung. It reduces surface tension in the alveoli, and is critical for normal respiration. Pulmonary surfactant phospholipids consist mainly of phosphatidylcholine (PC) and phosphatidylglycerol (PG).
Wijitrapha Ruangaram et al.
Pharmaceuticals (Basel, Switzerland), 13(4) (2020-04-03)
The prevalence of obesity is increasing globally. Despite the availability of a variety of anti-obesogenic drugs, including therapies under clinical development, these treatments are often indicated for patients with severe obesity, making them unsuitable for patients with mild obesity or
Cristian Dima et al.
Food chemistry, 195, 39-48 (2015-11-18)
The encapsulation by spray drying method of coriander essential oil (CEO) in various materials (chitosan, alginate, chitosan/alginate, chitosan/inulin) was studied. The viscoelastic properties of the oil-in-water (O/W) emulsions and the characteristics of CEO-loaded microcapsules like morphology, moisture, wettability, solubility, flowability

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