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About This Item
Empirical Formula (Hill Notation):
C26H52NO7P
CAS Number:
Molecular Weight:
521.67
MDL number:
UNSPSC Code:
51191904
NACRES:
NA.25
description
1-oleoyl-2-hydroxy-sn-glycero-3-phosphocholine
assay
>99% (LPC; may contain up to 10% of the 2-LPC isomer, TLC)
form
powder
packaging
pkg of 2 × 100 mg (845875P-200mg), pkg of 5 × 100 mg (845875P-500mg), pkg of 1 × 25 mg (845875P-25mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand
shipped in
dry ice
storage temp.
−20°C
SMILES string
O[C@](COP([O-])(OCC[N+](C)(C)C)=O)([H])COC(CCCCCCC/C=C\CCCCCCCC)=O
InChI
1S/C26H52NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h12-13,25,28H,5-11,14-24H2,1-4H3/b13-12-/t25-/m1/s1
InChI key
YAMUFBLWGFFICM-PTGWMXDISA-N
General description
Lysophosphatidylcholine (LPC) is a lysophospholipid mediator. This bioactive proinflammatory lipid is produced by pathological activities. It is one of the important constituent of oxidized low-density lipoprotein (Ox-LDL).
Application
18:1 Lyso PC is suitable for use as a lysophospholipid mediator to compare the effect of sphingosylphosphorylcholine (SPC). It has been used as a supplement in Yeast nitrogen base (YNB) medium to rescue choline auxotrophy.
Biochem/physiol Actions
Lysophosphatidylcholine (LPC) participates as a key factor in the atherogenic activity of oxidized low-density lipoprotein (Ox-LDL). It alters the roles in endothelial cells, smooth muscle cells, monocytes, macrophages, T-cells, thereby involving in atherosclerosis and inflammatory diseases. LPC activates protein kinase C, extracellular-signal-regulated kinases, protein tyrosine kinases, and Ca(2+), that are second messengers.
Packaging
5 mL Clear Glass Sealed Ampule (845875P-200mg)
5 mL Clear Glass Sealed Ampule (845875P-25mg)
5 mL Clear Glass Sealed Ampule (845875P-500mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Overproduction of phospholipids by the Kennedy Pathway Leads to Hypervirulence in Candida albicans
Tams RN, et al.
Frontiers in Microbiology, 10(2), 86-86 (2019)
Lysophospholipid receptors: signalling, pharmacology and regulation by lysophospholipid metabolism
zu HDM and Jakobs KH
Biochimica et Biophysica Acta - Biomembranes, 1768(4), 923-940 (2007)
Regulation of ryanodine receptors by sphingosylphosphorylcholine: Involvement of both calmodulin-dependent and-independent mechanisms
Kovacs E, et al.
Biochemical and biophysical research communications, 401(2), 281-286 (2010)