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Merck
CN

P7443

L-α-Phosphatidylcholine

from soybean, ≥99% (TLC), lyophilized powder

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.25
EC Number:
232-307-2
Beilstein/REAXYS Number:
5209585

Key Documents

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Product Name

L-α-Phosphatidylcholine, from soybean, ≥99% (TLC), lyophilized powder

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 key

JLPULHDHAOZNQI-ZTIMHPMXSA-N

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

biological source

soybean

assay

≥99% (TLC)

form

lyophilized powder

functional group

phospholipid

lipid type

phosphoglycerides

shipped in

ambient

storage temp.

−20°C

Quality Level

200

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Application

L-α-Phosphatidylcholine has been used:
  • for liposome preparation
  • as a component of stabilizer solution for preparing dispersed curcuminoid submicron particle (CSP)
  • as a component of serum free substitute for whole blood cells

Biochem/physiol Actions

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

General description

L-α-Phosphatidylcholine (PC) is an asymmetric molecule with glycerol backbone and occurs naturally in lecithin of egg yolk. It is a phospholipid and major choline source in mammalian cells. It is crucial for very low-density lipoprotein secretion in hepatocytes. It is essential for the acetylcholine synthesis functions to nourish the brain. PC plays a crucial role in lipid and lipoprotein metabolism. Deficiencies of enzymes in PC biosynthetic pathway leads to an array of metabolic disorder. Intracellular levels of hepatic PC to phosphatidylethanolamine (PE) ratio contributes to pathophysiology non-alcoholic fatty liver disease (NAFLD). It has anti-inflammatory functionality and is effective in treating inflammatory bowel disease. PC administration therapy is effective for treating benign symmetric lipomatosis.

Packaging

Packaged under Argon

Preparation Note

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

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000479521
0000479521
0000466947
0000466947
0000448765

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PERIPHERAL BLOOD PROGENITOR CELLS-Storage of unprocessed G-CSF-mobilized whole blood in a modified Leibovitz's L15 medium preserves clonogenic capacity for at least 7 days
Kreuk AM de, et al.
Bone Marrow Transplantation, 28(2), 145-156 (2001)
The critical role of phosphatidylcholine and phosphatidylethanolamine metabolism in health and disease
van der Veen JN, et al.
Biochimica et Biophysica Acta - Biomembranes, 1859(9), 1558-1572 (2017)
Evaluation of the ability of arsenic species to traverse cell membranes by simple diffusion using octanol-water and liposome-water partition coefficients
Chavez-Capilla T, et al.
Journal of environmental sciences (China), 49, 222-232 (2016)
Curcuminoid submicron particle ameliorates cognitive deficits and decreases amyloid pathology in Alzheimer?s disease mouse model
Tai YH, et al.
Oncotarget, 9(12), 10681-10681 (2018)
Christopher B Lee et al.
Plant physiology, 149(2), 791-802 (2008-12-23)
As pollen tubes grow toward the ovary, they are in constant contact with the pistil extracellular matrix (ECM). ECM components are taken up during growth, and some pistil molecules exert their effect inside the pollen tube. For instance, the Nicotiana
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