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855475P

Avanti

12:0 Lyso PC

1-lauroyl-2-hydroxy-sn-glycero-3-phosphocholine, powder

Synonym(s):

1-dodecanoyl-sn-glycero-3-phosphocholine; PC(12:0/0:0)

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About This Item

Empirical Formula (Hill Notation):
C20H42NO7P
CAS Number:
20559-18-6
Molecular Weight:
439.52
UNSPSC Code:
51191904
NACRES:
NA.25

Assay

>99% (LPC; may contain up to 10% of the 2-LPC isomer, TLC)

form

powder

packaging

pkg of 1 × 200 mg (855475P-200mg)
pkg of 1 × 25 mg (855475P-25mg)
pkg of 1 × 500 mg (855475P-500mg)

manufacturer/tradename

Avanti Polar Lipids 855475P

shipped in

dry ice

storage temp.

−20°C

SMILES string

O[C@](COP([O-])(OCC[N+](C)(C)C)=O)([H])COC(CCCCCCCCCCC)=O

InChI

1S/C20H42NO7P/c1-5-6-7-8-9-10-11-12-13-14-20(23)26-17-19(22)18-28-29(24,25)27-16-15-21(2,3)4/h19,22H,5-18H2,1-4H3/t19-/m1/s1

InChI key

BWKILASWCLJPBO-LJQANCHMSA-N

General description

Lyso-phosphatidylcholine (LPC) is a bioactive proinflammatory lipid secreted on pathological response. It has a choline group at its polar head. Lysophosphatidylcholine (Lyso-PC) is a component of blood plasma, vascular tissue and lipoproteins.

Application

12:0 Lyso PC has been used to study its neuritogenic activity and the applications of exogenous lipids.

Biochem/physiol Actions

Lysophosphatidylcholine (LPC) alters various functions in different cell-types, like endothelial cells, smooth muscle cells, monocytes, macrophages and T-cells. It is associated with atherosclerosis and inflammatory diseases. LPC activates many second messengers including, protein kinase C, extracellular-signal-regulated kinases and protein tyrosine kinases.

Packaging

20 mL Clear Glass Screw Cap Vial (855475P-500mg)
5 mL Amber Glass Screw Cap Vial (855475P-200mg)
5 mL Amber Glass Screw Cap Vial (855475P-25mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Inner/outer nuclear membrane fusion in nuclear pore assembly: biochemical demonstration and molecular analysis
Fichtman B, et al.
Molecular Biology of the Cell, 21(23) (2010)
Secretory phospholipases A2 induce neurite outgrowth in PC12 cells through lysophosphatidylcholine generation and activation of G2A receptor
Ikeno Y, et al.
Test, 280(30) (2005)
Boris Fichtman et al.
Molecular biology of the cell, 21(23), 4197-4211 (2010-10-12)
Nuclear pore complexes (NPCs) are large proteinaceous channels embedded in double nuclear membranes, which carry out nucleocytoplasmic exchange. The mechanism of nuclear pore assembly involves a unique challenge, as it requires creation of a long-lived membrane-lined channel connecting the inner
Lysophosphatidylcholine stimulates the release of arachidonic acid in human endothelial cells
Wong JT, et al.
Test, 273(12), 6830-6836 (1998)
Yutaka Ikeno et al.
The Journal of biological chemistry, 280(30), 28044-28052 (2005-06-02)
We previously demonstrated that secretory phospholipase A2 (sPLA2) and lysophosphatidylcholine (LPC) exhibit neurotrophin-like neuritogenic activity in the rat pheochromocytoma cell line PC12. In this study, we further analyzed the mechanism whereby sPLA2 displays neurite-inducing activity. Exogenously added mammalian group X
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