Skip to Content
Merck
CN
All Photos(2)

Documents

Safety Information

857125C

Avanti

20:4 Lyso PA

1-arachidonoyl-2-hydroxy-sn-glycero-3-phosphate (ammonium salt), chloroform

Sign Into View Organizational & Contract Pricing
All Photos(2)
Synonym(s):
arachidonoyl lysophosphatidic acid; 1-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate (ammonium salt); PA(20:4(5Z,8Z,11Z,14Z)/0:0); 20:4 LPA
Empirical Formula (Hill Notation):
C23H42NO7P
CAS Number:
799268-65-8
Molecular Weight:
475.56
UNSPSC Code:
51191904
NACRES:
NA.25

Assay

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

form

liquid

packaging

pkg of 1 × 1 mL (857125C-10mg)

manufacturer/tradename

Avanti Polar Lipids 857125C

concentration

10 mg/mL (857125C-10mg)

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

O[C@](COP([O-])(O)=O)([H])COC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O.[NH4+]

General description

Lysophosphatidic acid (LPA) is a lysophospholipid comprising of glycerol 3-phosphate (G3P), fatty acids, and phosphates.

Application

20:4 Lyso PA (LPA) has been used in feeding low density lipoprotein receptor null (LDLR-/-) mice. It is suitable for use as standard for high performance liquid chromatography (HPLC) and liquid chromatography-electrospray ionization-tandem mass spectrometry (LC-ESI-MS/MS) for the quantification of human plasma LPA, and as a strong agonist for lysophosphatidic acid receptor1(LPA1).

Biochem/physiol Actions

Lysophosphatidic acid (LPA) is a bioactive lipid produced in tissues. LPA is involved in signal transduction through G-protein coupled receptors. LPA is implicated in many diseases including atherosclerosis, ischaemia perfusion injury, thrombosis and hypertension. LPA also plays an important role in wound healing processes, autoimmune diseases and tumor metastasis.

Packaging

5 mL Clear Glass Sealed Ampule (857125C-10mg)

also commonly purchased with this product

Product No.
Description
Pricing

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

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

WGK

WGK 3

Regulatory Information

危险化学品
易制毒化学品（2类）

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Simple enrichment and analysis of plasma lysophosphatidic acids
Wang J, et al.
Analyst, 138(22), 6852-6859 (2013)
Bioactive lipids in gintonin-enriched fraction from ginseng
Cho HJ, et al.
Journal of ginseng research (2017)
Transgenic 6F tomatoes act on the small intestine to prevent systemic inflammation and dyslipidemia caused by Western diet and intestinally derived lysophosphatidic acid
Navab M, et al.
Journal of Lipid Research, 54(12), 3403-3418 (2013)
Lys39-lysophosphatidate carbonyl oxygen interaction locks LPA 1 N-terminal cap to the orthosteric site and partners Arg124 during receptor activation
Omotuyi OI, et al.
Scientific Reports, 5, 13343-13343 (2015)
Mohamad Navab et al.
Journal of lipid research, 54(12), 3403-3418 (2013-10-03)
We recently reported that levels of unsaturated lysophosphatidic acid (LPA) in the small intestine significantly correlated with the extent of aortic atherosclerosis in LDL receptor-null (LDLR⁻/⁻) mice fed a Western diet (WD). Here we demonstrate that WD increases unsaturated (but

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service