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Merck
CN

857125C

Avanti

20:4 Lyso PA

Avanti Research - A Croda Brand

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

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About This Item

Empirical Formula (Hill Notation):
C23H42NO7P
CAS Number:
Molecular Weight:
475.56
UNSPSC Code:
51191904
NACRES:
NA.25
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Product Name

20:4 Lyso PA, 1-arachidonoyl-2-hydroxy-sn-glycero-3-phosphate (ammonium salt), chloroform

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 Research - A Croda Brand 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+]

InChI

1S/C23H39O7P.H3N/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(25)29-20-22(24)21-30-31(26,27)28;/h6-7,9-10,12-13,15-16,22,24H,2-5,8,11,14,17-21H2,1H3,(H2,26,27,28);1H3/b7-6-,10-9-,13-12-,16-15-;/t22-;/m1./s1

InChI key

MQNJYFKSBIEJTA-PWZWHAFSSA-N

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)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC


pictograms

Skull and crossbonesHealth hazard

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

危险化学品
易制毒化学品(2类)

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Bioactive lipids in gintonin-enriched fraction from ginseng
Cho HJ, et al.
Journal of ginseng research (2017)
Simple enrichment and analysis of plasma lysophosphatidic acids
Wang J, et al.
Analyst, 138(22), 6852-6859 (2013)
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)



Global Trade Item Number

SKUGTIN
857125C-10MG04061835227624