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Merck

857130P

Avanti

18:1 Lyso PA

Avanti Research - A Croda Brand

Sinónimos:

oleoyl lysophosphatidic acid; 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate (sodium salt); PA(18:1(9Z)/0:0); 18:1 LPA; o-LPA; 110681

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25 MG
$183.000
200 MG
$387.000
1 G
$1.220.000

$183.000


Fecha estimada de envío21 de mayo de 2025


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25 MG
$183.000
200 MG
$387.000
1 G
$1.220.000

About This Item

Fórmula empírica (notación de Hill):
C21H40O7PNa
Número de CAS:
Peso molecular:
458.50
Número MDL:
Código UNSPSC:
51191904
NACRES:
NA.25

$183.000


Fecha estimada de envío21 de mayo de 2025


Solicitar un pedido a granel

descripción

1-oleoyl-2-hydroxy-sn-glycero-3-phosphate (sodium salt)

Ensayo

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

Formulario

powder

envase

pkg of 1 × 1 g (857130P-1g)
pkg of 2 × 100 mg (857130P-200mg)
pkg of 1 × 25 mg (857130P-25mg)

fabricante / nombre comercial

Avanti Research - A Croda Brand

tipo de lípido

cardiolipins
phospholipids

Condiciones de envío

dry ice

temp. de almacenamiento

−20°C

cadena SMILES

O[C@](COP([O-])(O)=O)([H])COC(CCCCCCC/C=C\CCCCCCCC)=O.[Na+]

InChI

1S/C21H41O7P.Na/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26;/h9-10,20,22H,2-8,11-19H2,1H3,(H2,24,25,26);/q;+1/p-1/b10-9-;/t20-;/m1./s1

Clave InChI

XGRLSUFHELJJAB-JGSYTFBMSA-M

Descripción general

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

Aplicación

18:1 Lyso PA or 1-oleoyl-2-hydroxy-sn-glycero-3-phosphate has been used: to study its effects on intracellular calcium concentration [Ca2+]i transient in pheochromocytoma cell 12 (PC12) cells and primary astrocytes.[2][3] It has also been used to study its effects on blood glucose level and physical endurance in fasted mice.[4]

Acciones bioquímicas o fisiológicas

Biological responses to LPA: Cell Proliferation, Inhibition of differentiation (neuroblastoma cells, myoblasts), Platelet aggregation, Smooth muscle contraction, Neurotransmitter release, Stress fibre formation/cell rounding/neurite retraction, Cell-surface-fibronectin binding, Tumor cell invasion, Chemotaxis (dictyostelium amoebae), Cl--mediated membrane depolarization (fibroblasts), Inhibition of connexin 43 based cell-cell communication, Increased tight junction permeability (brain endothelial cells). Note: The bioactivity of LPA appears to require long (i.e., C16 to C18) acyl carbon chains of the type usually found associated with membrane lipids although optimum requirements for a single type of acyl carbon chain are not universal. The bioactivity decreases with shorter chain length. In serum, oleoyl and palmitoyl fatty acid containing LPA are the predominant species.

Envase

5 mL Clear Glass Sealed Ampule (857130P-200mg)
5 mL Clear Glass Sealed Ampule (857130P-25mg)
60 mL Amber Wide Mouth Screw Cap Glass Bottle (857130P-1g)

Información legal

Avanti Research is a trademark of Avanti Polar Lipids, LLC

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Referencia del producto
Descripción
Precios

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3


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Byung-Hwan Lee et al.
Neuroscience letters, 612, 256-260 (2015-12-27)
Ginseng has a long history of use as a tonic for restoration of vigor. One example of ginseng-derived tonic effect is that it can improve physical stamina under conditions of stress. However, the active ingredient and the underlying molecular mechanism
Vishal Kumar Gupta et al.
Apoptosis : an international journal on programmed cell death, 25(1-2), 135-150 (2019-12-24)
Lysophosphatidic acid (LPA) is a bioactive lipid, which plays an indispensable role in various physiological and pathological processes. Moreover, an elevated level of LPA has been observed in malignancies of different origins and implicated in their progression via modulation of
Synthesis of sphingosine analogues: stereoselective synthesis of 3-deoxysphingosine and cis-isomers.
T Kawate et al.
Chemical & pharmaceutical bulletin, 45(12), 2116-2118 (1998-01-20)
Yunzhou Dong et al.
Mediators of inflammation, 2017, 2754756-2754756 (2017-03-30)
Lysophosphatidic acid (LPA), a naturally occurring bioactive phospholipid, activates G protein-coupled receptors (GPCRs), leading to regulation of diverse cellular events including cell survival and apoptosis. Despite extensive studies of the signaling pathways that mediate LPA-regulated cell growth and survival, the
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

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