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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:
5209585
UNSPSC Code:
51321705
NACRES:
NA.25

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

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

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

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H319

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

60.8 °F

Flash Point(C)

16 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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
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).
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)
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
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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