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P7443

Sigma-Aldrich

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
Beilstein/REAXYS Number:
5209585
EC Number:
232-307-2
UNSPSC Code:
12352211
NACRES:
NA.25

biological source

soybean

Quality Level

200

assay

≥99% (TLC)

form

lyophilized powder

functional group

phospholipid

lipid type

phosphoglycerides

shipped in

ambient

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

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.

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.

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_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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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)
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)
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)
Thematic review series: glycerolipids. Phosphatidylcholine and choline homeostasis
Li Z and Vance DE
Journal of Lipid Research, 49(6), 1187-1194 (2008)
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)
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