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P3782

Sigma-Aldrich

L-α-Phosphatidylcholine

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

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Synonym(s):
1,2-Diacyl-sn-glycero-3-phosphocholine, 3-sn-Phosphatidylcholine, L-α-Lecithin, Azolectin, PC
CAS Number:
8002-43-5
Beilstein:
5209585
UNSPSC Code:
12352211
NACRES:
NA.75

biological source

soybean

Quality Level

200

type

Type III-S (III is the third type of Phosphatidylcholines produced; 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

Signal Word

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, Liver,Kidney

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品
易制毒化学品（2类）

Certificates of Analysis (COA)

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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)
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)
The B-domain of Factor VIII reduces cell membrane attachment to host cells under serum free conditions
Kolind MP, et al.
Journal of Biotechnology, 147(3-4), 198-204 (2010)
Simultaneous detection of the enzyme activities of GPx1 and GPx4 guide optimization of selenium in cell biological experiments
Stolwijk JM, et al.
Redox Biology, 101518-101518 (2020)
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)
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