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P3782

Sigma-Aldrich

L-α-Phosphatidylcholine

solution, from soybean, suitable for cell culture, Type III-S

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:
12352211
NACRES:
NA.75

biological source

soybean

Quality Level

200

type

Type III-S (The III is the no. in a series of Phosphatidylcholines. It was the third type produced. The S is for Soybean.)

assay

≥98%

form

solution

concentration

100 mg/mL in chloroform

technique(s)

cell culture | mammalian: suitable

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 a phospholipid comprising a choline head group and is associated with organelle membrane and cytomembrane.

Application

L-α-Phosphatidylcholine has been used in phospholipid solid phase enzyme-linked immunosorbent assay (ELISA) to test its interaction with Factor VIII variants (N0 and N6). It has also been used in the synthesis of phosphatidylcholine hydroperoxide (PCOOH) substrate for the glutathione peroxidase (GPx4) assay.

Biochem/physiol Actions

Phosphatidylcholine is essential for acetylcholine synthesis and is crucial for very-low-density lipoprotein secretion in hepatocytes. The pathophysiology of non-alcoholic fatty liver disease (NAFLD) displays a variation in the hepatic PC to phosphatidylethanolamine (PE) ratio. PC alleviates inflammation in ulcerative colitis (UC) and its administration is effective for treating benign symmetric lipomatosis.
A major structural phospholipid in brain, comprising approx. 15% of total lipid; primarily localized to gray matter.

Preparation Note

Prepared Chromatographically.
Prepared by a modification of the procedure of Singleton, W.S., et al., J. Am. Oil Chem. Soc., 42, 53 (1965).

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 Oral - STOT SE 3

target_organs

Central nervous system

Storage Class

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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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Sigma-Aldrich

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USP

USP

1535733

Phosphatidylcholine

vibrant-m

Y0001950

Phosphatidylcholine from soya bean

The critical role of phosphatidylcholine and phosphatidylethanolamine metabolism in health and disease
van der Veen JN, et al.
Environmental Science and Pollution Research International, 1859(9), 1558-1572 (2017)
L-alpha-Phosphatidylcholine attenuates mercury-induced hepato-renal damage through suppressing oxidative stress and inflammation
Elblehi SS, et al.
Environmental Science and Pollution Research International, 26(9), 9333-9342 (2019)
Mesotherapy for benign symmetric lipomatosis
Hasegawa T, et al.
Aesthetic Plastic Surgery, 34(2), 153-156 (2010)
Lipid based therapy for ulcerative colitis?modulation of intestinal mucus membrane phospholipids as a tool to influence inflammation
Schneider H, et al.
International Journal of Molecular Sciences, 11(10), 4149-4164 (2010)
Amina Kunovac et al.
Nanotoxicology, 15(6), 812-831 (2021-05-11)
Maternal engineered nanomaterial (ENM) exposure during gestation has been associated with negative long-term effects on cardiovascular health in progeny. Here, we evaluate an epitranscriptomic mechanism that contributes to these chronic ramifications and whether overexpression of mitochondrial phospholipid hydroperoxide glutathione peroxidase
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