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857119C

Avanti

06:0 Lyso PA

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

Synonym(s):

1-hexanoyl-sn-glycero-3-phosphate (ammonium salt); PA(6:0/0:0)

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About This Item

Empirical Formula (Hill Notation):
C9H22NO7P
CAS Number:
384835-45-4
Molecular Weight:
287.25
UNSPSC Code:
12352211
NACRES:
NA.25

Assay

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

form

liquid

packaging

pkg of 1 × 2.5 mL (857119C-25mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 857119C

concentration

10 mg/mL (857119C-25mg)

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

General description

Lysophosphatidic acid (LPA) is the major component of serum. It has a free hydroxyl and phosphate moiety. LPA is hydrophilic and is not associated with the membrane.

Application

06:0 Lyso PA has been used for the quantification of lipopolysaccharide (LPS) (endotoxin) levels in various commercial and pharmaceutical grade preparations.

Biochem/physiol Actions

Lysophosphatidic acid (LPA) acts as the precursor for the synthesis of phospholipids in eukaryotes and prokaryotes. It prevents differentiation of neuroblastoma and myoblast, supports in neurotransmitter release and smooth muscle contraction. LPA plays a vital role in tissue healing and wound regeneration. It binds to G-protein coupled receptors. LPA has mitogenic properties. It functions as an intercellular signaling molecule. LPA is involved in the initiation of neuropathic pain.

Packaging

5 mL Clear Glass Sealed Ampule (857119C-25mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

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

Target Organs

Central nervous system

Storage Class Code

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

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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Lysophosphatidic acid: G-protein signalling and cellular responses
Moolenaar WH, et al.
Current Opinion in Cell Biology, 9(2), 168-173 (1997)
Lipopolysaccharide is a frequent and significant contaminant in microglia-activating factors
Weinstein JR, et al.
Glia, 56(1), 16-26 (2008)
Lysophosphatidic acid, a multifunctional phospholipid messenger
Moolenaar WH
The Journal of Biological Chemistry, 270(22), 12949-12952 (1995)
Initiation of neuropathic pain requires lysophosphatidic acid receptor signaling
Inoue M, et al.
Nature Medicine, 10(7), 712-712 (2004)
Jesica R Williams et al.
The Journal of biological chemistry, 284(25), 17304-17319 (2009-04-16)
Lysophosphatidic acid (LPA) is a ligand for LPA(1-3) of the endothelial differentiation gene family G-protein-coupled receptors, and LPA(4-8) is related to the purinergic family G-protein-coupled receptor. Because the structure-activity relationship (SAR) of GPR92/LPA(5) is limited and whether LPA is its

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