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857228P

Avanti

C18 LPA

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

Synonim(y):

1-octadecyl-sn-glycero-3-phosphate (ammonium salt); PA(18:0e/0:0)

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About This Item

Wzór empiryczny (zapis Hilla):
C21H48NO6P
Numer CAS:
799279-67-7
Masa cząsteczkowa:
441.58
Kod UNSPSC:
51191904
NACRES:
NA.25

Próba

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

Formularz

powder

opakowanie

pkg of 1 × 1 mg (857228P-1mg)

producent / nazwa handlowa

Avanti Research™ - A Croda Brand 857228P

typ lipidu

phospholipids
cardiolipins

Warunki transportu

dry ice

temp. przechowywania

−20°C

ciąg SMILES

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

InChI

1S/C21H45O6P.H3N/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-26-19-21(22)20-27-28(23,24)25;/h21-22H,2-20H2,1H3,(H2,23,24,25);1H3/t21-;/m1./s1

Klucz InChI

FFEGYFZPOUEMED-ZMBIFBSDSA-N

Opis ogólny

Lysophosphatidic acid (LPA) is a class of phospholipids, which is water-soluble. It has a glycerol backbone attached via a phosphate group, an aliphatic chain and a hydroxyl group. The aliphatic chain is linked to either sn-1 or sn-2 position and the phosphate group is connected to the sn-3 position. The hydroxyl group is linked to the remaining sn-1 or sn-2 position.

Zastosowanie

C18 LPA or 1-O-octadecyl-2-hydroxy-sn-glycero-3-phosphate may be used:
  • to study its effects on Yes-associated protein (YAP) phosphorylation
  • as a standard for the quantification of lysophosphatidic acid (LPA) compounds in proton samples using reversed-phase ultra-performance liquid chromatography-tandem mass spectrometer (UPLC-MS/MS)
  • as a substrate to investigate the phosphatase activity of soluble epoxide hydrolase (sEH) towards LPA compounds

Działania biochem./fizjol.

Lysophosphatidic acid (LPA) is a signaling molecule and alters various cellular responses through G protein-coupled receptors (GPCRs). It stimulates smooth muscle contraction, cytoskeleton rearrangement and chemotaxis. LPA is also involved in inducing neurotransmitter release, cell proliferation, platelet aggregation and Ca2+ mobilization. Increased levels of LPA in human plasma leads to ovarian cancer and atherosclerosis. LPA acts as a potential biomarker for ovarian cancer.

Opakowanie

5 mL Amber Glass Screw Cap Vial (857228P-1mg)

Informacje prawne

Avanti Research is a trademark of Avanti Polar Lipids, LLC
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Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

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Certyfikaty analizy (CoA)

Lot/Batch Number

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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

Ami Oguro et al.
Journal of lipid research, 53(3), 505-512 (2012-01-06)
Soluble epoxide hydrolase (sEH) is a bifunctional enzyme that has a C-terminus epoxide hydrolase domain and an N-terminus phosphatase domain. The endogenous substrates of epoxide hydrolase are known to be epoxyeicosatrienoic acids, but the endogenous substrates of the phosphatase activity
Selma Maric et al.
Applied microbiology and biotechnology, 99(1), 241-254 (2014-10-11)
Phosphatidylcholine (PC) is a major component of eukaryotic cell membranes and one of the most commonly used phospholipids for reconstitution of membrane proteins into carrier systems such as lipid vesicles, micelles and nanodiscs. Selectively deuterated versions of this lipid have
Lian Shan et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 864(1-2), 22-28 (2008-02-12)
Lysophosphatidic acid (LPA) is a class of lipids that play multiple biological functions. Several reports show that they are potential biomarkers for diagnosing ovarian cancer. Therefore, it is necessary to accurately quantify their levels in biological samples. Here we report
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
Luce Farine et al.
Scientific reports, 5, 16787-16787 (2015-11-19)
Phosphatidylethanolamine (PE) and phosphatidylcholine (PC) are among the most abundant phospholipids in biological membranes. In many eukaryotes, the CDP-ethanolamine and CDP-choline branches of the Kennedy pathway represent major and often essential routes for the production of PE and PC, with

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