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P3556

Sigma-Aldrich

L-α-Phosphatidylcholine

egg yolk, Type XVI-E, ≥99% (TLC), lyophilized powder

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Synonym(s):
1,2-Diacyl-sn-glycero-3-phosphocholine, 3-sn-Phosphatidylcholine, L-α-Lecithin, Azolectin, PC
CAS Number:
Beilstein:
5209585
EC Number:

biological source

egg yolk

Quality Level

type

Type XVI-E

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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1 of 4

This Item
P4279P2772P5394
assay

≥99% (TLC)

assay

≥99% (TLC)

assay

≥99%

assay

-

form

lyophilized powder

form

solution

form

solution

form

solid

functional group

phospholipid

functional group

phospholipid

functional group

phospholipid

functional group

phospholipid

shipped in

ambient

shipped in

-

shipped in

-

shipped in

ambient

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

General description

Phosphatidylcholine belongs to the class of glycerophoshpolipids and contains choline as the head-group. Choline is attached to the glycerol of fatty acids ester-bound to backbone. It is the major phospholipid found in eukaryotic organism.

Application

L-α-Phosphatidylcholine has been used:
  • to form a thin lipid film used in Kupffer cell depletion by liposome-encapsulated clodronate
  • as a component of assay buffer used in γ-secretase in vitro assay
  • in the preparation of substrate mix for its use in HPLC (high performance liquid chromatography) assay of 5-lipoxygenase enzyme activity

Biochem/physiol Actions

It also acts as a source of lipid messengers/ bioactive lipids including: lysophosphatidylcholine, diacylglycerol, phosphatidic acid, lysophosphatidylcholine, arachidonic acid and platelet activating factor. Phosphatidylcholine is produced in the liver by the CDP-choline (cytidine diphosphocholine) pathway.
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).

also commonly purchased with this product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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25G
Pack Size/Quantity

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705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

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Aberrant hepatic expression of PPARgamma2 stimulates hepatic lipogenesis in a mouse model of obesity, insulin resistance, dyslipidemia, and hepatic steatosis
Zhang YL, et al.
The Journal of biological chemistry, 281(49), 37603-37615 (2006)
Molecular distinction of phosphatidylcholine synthesis between the CDP-choline pathway and phosphatidylethanolamine methylation pathway
DeLong CJ, et al.
The Journal of Biological Chemistry, 274(42), 29683-29688 (1999)
FTIR-spectroscopic characterization of phosphocholine-headgroup model compounds
Pohle W, et al.
Journal of Molecular Structure, 563, 463-467 (2001)
Li Zhou et al.
Journal of agricultural and food chemistry, 65(6), 1229-1238 (2017-01-24)
Purification, characterization, and antioxidative activity in vitro of shrimp phosphatidylcholines (PCs) were investigated. The molecular structures of shrimp PCs were determined by MALDI-TOF/TOF MS. The MS
Chemical cross-linking provides a model of the gamma-secretase complex subunit architecture and evidence for close proximity of the C-terminal fragment of presenilin with APH-1
Steiner H, et al.
The Journal of Biological Chemistry, 283(50), 34677-34686 (2008)

Protocols

LC/MS Analysis of Phospholipids in Milk on Ascentis® Express HILIC after SPE using Supelclean Si, Shotgun HPLC Analysis

(soybean), ≥97%; L-α-Phosphatidylethanolamine from egg yolk, Type III, ≥97% (TLC), lyophilized powder; L-α-Phosphatidylcholine, from egg yolk, Type XVI-E, ≥99% (TLC), lyophilized powder; Sphingomyelin, from chicken egg yolk, ≥95%

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