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Merck
CN

P3782

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
UNSPSC Code:
12352211
NACRES:
NA.75
Beilstein/REAXYS Number:
5209585

Key Documents

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Product Name

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

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

soybean

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

Quality Level

200

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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

A major structural phospholipid in brain, comprising approx. 15% of total lipid; primarily localized to gray matter.
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.

General description

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

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, Liver,Kidney

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Regulatory Information

危险化学品
易制毒化学品（2类）
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Certificates of Analysis (COA)

Lot/Batch Number
0000255014
SLCQ3709
0000255014
0000282880
SLCF4809

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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)
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)
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