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Merck

P4279

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
UNSPSC Code:
51321705
NACRES:
NA.25
Beilstein/REAXYS Number:
5209585

Key Documents

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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

biological source

egg yolk

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

Quality Level

200

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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.

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.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

hcodes

H225,H319

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

60.8 °F

flash_point_c

16 °C

ppe

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Group 4: Flammable liquids + Type 1 petroleums + Hazardous rank II + Water insoluble liquid

fsl

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

P4279-VAR-N: + P4279-500MG: + P4279-BULK: + P4279-VAR: + P4279-100MG:4548173950853 + P4279-5G: + P4279-1G:4548173950860 + P4279-PM: + P4279-250MG:4548173950877 + P4279-BULK-N:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
0000518589
0000492123
0000492123
0000498736
0000498736

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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).
Gerrit van Meer et al.
Nature reviews. Molecular cell biology, 9(2), 112-124 (2008-01-25)
Throughout the biological world, a 30 A hydrophobic film typically delimits the environments that serve as the margin between life and death for individual cells. Biochemical and biophysical findings have provided a detailed model of the composition and structure of
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
A review on phospholipids and their main applications in drug delivery systems
Li J, et al.
Asian Journal of Pharmaceutical Sciences , 10, 81-98 (2015)
Heinrich Sandermann
FEBS letters, 554(1-2), 165-168 (2003-11-05)
Octanol-1/water partitioning currently provides the most widely used model system to simulate both phospholipid target lipids and triglyceride storage lipids. A differentiation between the two lipid classes is now achieved by making use of a water-induced lipid phase separation. Coefficients
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Product Information Sheet - P4279

Product Information Sheet

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