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P4279

Sigma-Aldrich

L-α-fosfatidilcolina

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

Sinónimos:

1,2-Diacil-sn-glicero-3-fosfocolina, 3-sn-Fosfatidilcolina, L-α-lecitina, Azolectina, PC

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About This Item

Número de CAS:
8002-43-5
Beilstein/REAXYS Number:
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

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

Phosphatidylcholine serves as a reservoir for several lipid messengers. Phosphatidylcholine is used for the preparation of vesicle suspensions, commonly called liposomes or monolayers.
Un fosfolípido estructural principal del cerebro, que constituye aproximadamente el 15% de los lípidos totales; localizado principalmente en la materia gris.

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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Certificados de análisis (COA)

Lot/Batch Number
0000368648
0000299824
0000299822
0000368648
SLCR4504

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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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