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857235P

Avanti

(2S)-OMPT

Avanti Research™ - A Croda Brand

Synonym(s):

(2S)-1-(9Z-octadecenoyl)-2-O-methyl-glycero-3-phosphothionate (ammonium salt), 1-oleoyl-2-methyl-sn-glycero-3-phosphothionate (ammonium salt)

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About This Item

Empirical Formula (Hill Notation):
C22H46NO6PS
CAS Number:
645408-61-3
Molecular Weight:
483.64
UNSPSC Code:
51191904

Assay

≥99% (TLC)

form

powder

packaging

pkg of 1 × 25 mg (857235P-25MG)
pkg of 1 × 5 mg (857235P-5MG)

manufacturer/tradename

Avanti Research™ - A Croda Brand

lipid type

phospholipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[NH4+].CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](COP(O)([O-])=S)OC

Application

lipids research

Packaging

5 mL Amber Glass Screw Cap Vial (857235P-5MG);5 mL Amber Glass Screw Cap Vial (857235P-25MG)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

49.5 °F - closed cup

Flash Point(C)

9.7 °C - closed cup

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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Lian Qian et al.
Journal of medicinal chemistry, 46(26), 5575-5578 (2003-12-12)
The metabolically stabilized LPA analogue, 1-oleoyl-2-O-methyl-rac-glycerophosphothioate (OMPT), is a potent agonist for the LPA(3) G-protein-coupled receptor. A new enantiospecific synthesis of both (2R)-OMPT and (2S)-OMPT is described. Calcium release assays in both LPA(3)-transfected insect Sf9 and rat hepatoma Rh7777 cells
Identification of a phosphothionate analogue of lysophosphatidic acid (LPA) as a selective agonist of the LPA3 receptor.
Hasegawa Y, et al.
The Journal of Biological Chemistry, 278, 11962-11969 (2003)
Yutaka Hasegawa et al.
The Journal of biological chemistry, 278(14), 11962-11969 (2003-01-30)
Lysophosphatidic acid (LPA) is a bioactive lysophospholipid mediator that acts through G protein-coupled receptors. Most cell lines in culture express one or more LPA receptors, making it difficult to assign a response to specific LPA receptors. Dissection of the signaling
Pericytes prevent regression of endothelial cell tubes by accelerating metabolism of lysophosphatidic acid
Motiejunaite R, et al.
Microvascular Research, 93(2), 62-71 (2014)
Enantioselective responses to a phosphorothioate analogue of lysophosphatidic acid with LPA3 receptor-selective agonist activity.
Qian L, et al.
Journal of Medicinal Chemistry, 46, 5575-5578 (2003)
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