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Merck
CN

855774C

Avanti

2-18:0 Lyso PC

Avanti Research™ - A Croda Brand

Synonym(s):

2-stearoyl-sn-glycero-3-phosphocholine

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About This Item

Empirical Formula (Hill Notation):
C26H54 NO7P
CAS Number:
4421-58-3
Molecular Weight:
523.68
UNSPSC Code:
12352211
NACRES:
NA.25

Key Documents

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Product Name

2-18:0 Lyso PC, Avanti Research™ - A Croda Brand 855774C

SMILES string

[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(CCCCCCCCCCCCCCCCC)=O)CO)=O

assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 1 mL (855774C-1mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 855774C

concentration

1 mg/mL (855774C-1mg)

shipped in

dry ice

storage temp.

−20°C

Application

2-18:0 Lyso PC may be used to study the influence of cholesterol and β-sitosterol on the structure of phosphatidylcholine bilayers. It may also be used as a reference standard for its determination in 1,2-distearoyl-sn-glycero-3-phosphocholine (DSPC) formulations by a reverse-phase liquid chromatography charged aerosol detection (RPLC-CAD) technique.

Biochem/physiol Actions

Lysophosphatidylcholine (LPC) alters several biological activities in various cell-types, including endothelial cells, smooth muscle cells, monocytes, macrophages and T-cells and leads to the development of atherosclerosis and inflammatory diseases. In addition, it also facilitates the activation of many second messengers such as, protein kinase C, extracellular-signal-regulated kinases and protein tyrosine kinases.

General description

2-18:0 Lyso PC is one of the degradation products of 1,2-distearoyl-sn-glycero-3-phosphocholine (DSPC).
2-18:0 Lyso PC or lyso-phosphatidylcholine (LPC) is a bioactive proinflammatory lipid produced on pathological response. It contains choline group at its polar head.

Packaging

5 mL Clear Glass Sealed Ampule (855774C-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

target_organs

Central nervous system, Liver,Kidney

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk

WGK 3

flash_point_f

does not flash

flash_point_c

does not flash

Regulatory Information

易制毒化学品（2类）
危险化学品
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Hydrophobic thickness, lipid surface area and polar region hydration in monounsaturated diacylphosphatidylcholine bilayers: SANS study of effects of cholesterol and beta-sitosterol in unilamellar vesicles
Gallova J, et al.
Biochimica et Biophysica Acta - Biomembranes, 1778(11), 2627-2632 (2008)
James Tam et al.
Journal of pharmaceutical and biomedical analysis, 155, 288-297 (2018-04-21)
A four parameter optimization of a stability indicating method for non-chromophoric degradation products of 1,2-distearoyl-sn-glycero-3-phosphocholine (DSPC), 1-stearoyl-sn-glycero-3-phosphocholine and 2-stearoyl-sn-glycero-3-phosphocholine was achieved using a reverse phase liquid chromatography-charged aerosol detection (RPLC-CAD) technique. Using the hydrophobic subtraction model of selectivity, a core-shell
Analysis of phospholipid species in rat peritoneal surface layer by liquid chromatography/electrospray ionization ion-trap mass spectrometry
Gao F, et al.
Biochimica et Biophysica Acta - Molecular and Cell Biology of Lipids, 1761(7), 667-676 (2006)
Role of lysophosphatidylcholine (LPC) in atherosclerosis
Matsumoto T, et al.
Current Medicinal Chemistry, 14(30), 3209-3220 (2007)

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