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Merck
CN

857228P

Avanti

C18 LPA

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

别名:

1-十八烷基-sn-甘油基-3-磷酸盐(铵盐);PA(18:0e/0:0)

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About This Item

经验公式(希尔记法):
C21H48NO6P
分子量:
441.58
UNSPSC代码:
51191904
NACRES:
NA.25

方案

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

表单

powder

包装

pkg of 1 × 1 mg (857228P-1mg)

制造商/商品名称

Avanti Research - A Croda Brand 857228P

脂质类型

phospholipids
cardiolipins

运输

dry ice

储存温度

−20°C

SMILES字符串

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

InChI key

FFEGYFZPOUEMED-ZMBIFBSDSA-N

一般描述

溶血磷脂酸(LPA)是一类水溶性磷脂它有一条由磷酸基、脂肪链和羟基连接而成的甘油主链。脂肪链连接 sn-1 或sn-2 位置,磷酸基团连接sn-3 位置。羧基连接剩余的sn-1 或sn-2位置。

应用

C18 LPA或称1-O-十八烷基-2-羟基-sn-甘油-3磷酸可用于:
  • 研究其对 Yes 相关蛋白(YAP) 磷酸化的影响
  • 作为标准品用于通过反相超高效液相色谱-串联质谱仪(UPLC-MS/MS) 定量测定质子样品中的溶血磷脂酸 (LPA) 化合物
  • 作为底物用于研究可溶性环氧化物水解酶(sEH) 对分解 LPA 化合物的磷酸酶活性

生化/生理作用

溶血磷脂酸(LPA)是一种信号传导分子,通过 G 蛋白偶联受体(GPCR) 改变各种细胞反应。它刺激平滑肌收缩、细胞骨架重排和趋化作用。LPA 还参与诱导神经递质释放、细胞增殖、血小板聚集和 Ca2+ 动员。人血浆中 LPA 水平升高会导致卵巢癌和动脉粥样硬化。LPA 是卵巢癌的潜在生物标志物。

包装

5 mL棕色玻璃螺旋盖小瓶(857228P-1mg)

法律信息

Avanti Research is a trademark of Avanti Polar Lipids, LLC

储存分类代码

11 - Combustible Solids

WGK

WGK 3


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
Han Han et al.
Molecular cell, 72(2), 328-340 (2018-10-09)
The Hippo pathway plays a crucial role in organ size control and tumor suppression, but its precise regulation is not fully understood. In this study, we discovered that phosphatidic acid (PA)-related lipid signaling is a key regulator of the Hippo
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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