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P3556

Sigma-Aldrich

L-α-Phosphatidylcholine

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

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

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

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

Packaging

25, 100, 500 mg in glass bottle
1 g in glass bottle
Packaged under Argon

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.

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 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

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Product Information Sheet

More Documents

Quotes and Ordering

Marine omega-3 phospholipids: metabolism and biological activities
Burri L, et al.
International Journal of Molecular Sciences, 13(11), 15401-15419 (2012)
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)
Lea M Hürlimann et al.
Antimicrobial agents and chemotherapy, 60(9), 5400-5411 (2016-07-07)
Nosocomial infections with Enterococcus faecalis are an emerging health problem. However, drug efflux pumps contributing to intrinsic drug resistance are poorly studied in this Gram-positive pathogen. In this study, we functionally investigated seven heterodimeric ABC transporters of E. faecalis that
FTIR-spectroscopic characterization of phosphocholine-headgroup model compounds
Pohle W, et al.
Journal of Molecular Structure, 563, 463-467 (2001)
Coactosin-like protein supports 5-lipoxygenase enzyme activity and up-regulates leukotriene A4 production
Rakonjac M, et al.
Proceedings of the National Academy of Sciences of the USA, 103(35), 13150-13155 (2006)

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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