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857119P

Avanti

06:0 Lyso PA

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

Synonym(s):
1-hexanoyl-sn-glycero-3-phosphate (ammonium salt); PA(6:0/0:0)
Empirical Formula (Hill Notation):
C9H22NO7P
CAS Number:
Molecular Weight:
287.25
NACRES:
NA.25

assay

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

form

powder

packaging

pkg of 1 × 25 mg (857119P-25mg)

manufacturer/tradename

Avanti Polar Lipids 857119P

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) belongs to a class of phospholipids, that has a glycerol backbone attached by a phosphate group, an aliphatic chain and a hydroxyl group. It has a phosphate group attached to sn-3 position, an aliphatic chain attached to sn-1 or sn-2 position and the hydroxyl group attached to the remaining sn-1 or sn-2 position. 06:0 Lyso PA/HHGP, belongs to the LPA (lysophosphatidic acid) family. It is a negatively charged single chain lipid.
Lysophosphatidic acid (LPA) has a free hydroxyl and phosphate moiety. It is hydrophilic and is not associated with the membrane. It is the major constituent of serum.

Application

06:0 Lyso PA (LPA) has been used in the structure-activity relationship (SAR) analysis with G-protein receptor GPR92. It has also been used in lipid assay in the treatment of serum-starved primary mouse embryonic fibroblast cells.
06:0 Lyso PA has been used to study the role of lipid binding to MxiM protein in co‐crystallization experiments.

Biochem/physiol Actions

Lysophosphatidic acid (LPA) participates in several biological functions. LPA stimulates platelet aggregation, chemotaxis, cytoskeleton rearrangement, Ca2+ mobilization and cell proliferation. 06:0 Lyso PA/HHGP possesses a micromolar binding affinity for global regulator of LEE (locus of enterocyte effacement) repressor (GrlR) and for β-lactoglobulin.
Lysophosphatidic acid (LPA) is the precursor for the synthesis of phospholipids in eukaryotes and prokaryotes. It acts as an intercellular signaling molecule. Activated platelets produce LPA. It plays a major role in tissue healing and wound regeneration. LPA binds to G-protein coupled receptors. It possesses mitogenic properties. LPA inhibits differentiation of neuroblastoma and myoblast, aids in neurotransmitter release and smooth muscle contraction. It is a potential biomarker for ovarian and gynecological cancers. It is implicated in the initiation of neuropathic pain.

Packaging

5 mL Amber Glass Screw Cap Vial (857119P-25mg)

Storage Class Code

13 - Non Combustible Solids

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

More documents

Quotes and Ordering

Structure and biochemical analysis of a secretin pilot protein
Lario PI, et al.
The Embo Journal, 24(6), 1111-1121 (2005)
Lysophosphatidic acid as a potential biomarker for ovarian and other gynecologic cancers
Xu Y, et al.
JAMA : The Journal of the American Medical Association, 280(8), 719-723 (1998)
Identification and characterization of the lipid-binding property of GrlR, a locus of enterocyte effacement regulator
Jobichen C, et al.
The Biochemical Journal, 420(2), 191-201 (2009)
Unique ligand selectivity of the GPR92/LPA5 lysophosphatidate receptor indicates role in human platelet activation
Williams JR, et al.
The Journal of Biological Chemistry, 284(25), 17304-17319 (2009)
Diacylglycerol kinase zeta regulates actin cytoskeleton reorganization through dissociation of Rac1 from RhoGDI
Abramovici H, et al.
Molecular Biology of the Cell, 20(7), 2049-2059 (2009)

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