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Merck
CN

44924

L-α-Phosphatidylcholine

suitable for microbiology, Surfactant and constituent of the liposomal carrier system

Synonym(s):

1,2-Diacyl-sn-glycero-3-phosphocholine, L-α-Lecithin, Azolectin, PC, Lecithin from soybean, Soy lecithin, 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
MDL number:
MFCD00082428
UNSPSC Code:
41106212
EC Number:
232-307-2
NACRES:
NA.85
Beilstein/REAXYS Number:
5209585

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Product Name

L-α-Phosphatidylcholine, suitable for microbiology, Surfactant and constituent of the liposomal carrier system

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

assay

≥95% (phosphatides (as acetone insolubles))

form

powder

mol wt

observed mol wt 790.15 g/mol

concentration

≥25% (phosphatidylcholine, TLC)

acid value

≤35 mg KOH/g

peroxide value

≤5 meq/kg

application(s)

microbiology

Quality Level

200

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Application

L-α-Phosphatidylcholine is one of several phospholipids used in membrane research and is often used as a component in liposomal drug delivery systems.
In this case it is added to culture media to differentiate the specific phospholipase producing microorganisms from those that cannot.

Biochem/physiol Actions

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

General description

This L-α-phosphatidylcholine is extracted and purified from soybeans. It serves as a substrate for specific phospholipase present in all Listeria monocytogenes and some strains of Listeria ivanovii. If L-α-phosphatidylcholine is used in a solid medium the presence of organisms possessing the specific phospholipase can be detected. The phosphatidylcholine is cleaved which results in a precipitate which can be seen as opaque halo around the colonies.

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM7453
BCCL6002
BCCK3957
BCCH5260
BCCG4065

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Protocols

LC/MS Analysis of Phospholipids in Milk on Asc

(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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