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经验公式(希尔记法):
C21H41O7P · xNa+
化学文摘社编号:
分子量:
436.52 (free acid basis)
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
产品名称
油酰基-L-α-溶血磷脂酸 钠盐, ≥98%, solid
InChI
1S/C21H41O7P.Na.H/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);;/b10-9+;;
SMILES string
O[C@](COP([O-])(O)=O)([H])COC(CCCCCCC/C=C\CCCCCCCC)=O.[Na+]
InChI key
CHJOEWDRTPWOCY-TTWKNDKESA-N
assay
≥98%
form
solid
color
white
lipid type
phosphoglycerides
storage temp.
−20°C
Quality Level
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Application
油酰-L-α-溶血磷脂酸钠盐用于:
- Ras同源基因家族成员A(RhoA)活化和人乳腺癌上皮细胞系claudin-1表达。
- RH7777细胞环腺苷酸(cAMP)积累分析和钙移动分析
- 体外荧光素酶分析和活细胞成像
Biochem/physiol Actions
LPA1 和 LPA2 受体的内源性激动剂。LPA 不能诱导血管生成,但会影响内皮细胞生理机能(与 1-磷酸鞘氨醇类似)。诱导癌细胞和非癌细胞的细胞迁移。
Disclaimer
吸湿、光敏
General description
溶血磷脂酸(LPA)是一种基本的膜生物合成代谢物。LPA和G蛋白偶联受体(GPCRs)互作,被称为LPA受体,调节信号反应。油酰-L-α-溶血磷脂酸激活LPA4受体。在角质形成细胞中,油酰-L-α-溶血磷脂酸在某种程度上促进生长。
Preparation Note
通过磷脂酶 A 作用于二油酰-L-α-磷脂酸制得。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Identification of compounds acting as negative allosteric modulators of the LPA 1 receptor
Ellery J, et al.
European Journal of Pharmacology (2018)
A Gohla et al.
The Journal of biological chemistry, 273(8), 4653-4659 (1998-03-21)
Lysophosphatidic acid (LPA) utilizes a G-protein-coupled receptor to activate the small GTP-binding protein Rho and to induce rapid remodeling of the actin cytoskeleton. We studied the signal transduction from LPA receptors to Rho activation. Analysis of the G-protein-coupling pattern of
Tracee Scalise Panetti
Biochimica et biophysica acta, 1582(1-3), 190-196 (2002-06-19)
This review discusses multiple effects of sphingosine 1-phosphate (S1P) and lysophosphatidic acid (LPA) on endothelial cells and proposes that S1P and LPA are important regulators of the vascular system. Two physiologic sources of S1P and LPA are platelets and lipoproteins.
T Nishizaki et al.
Brain research. Molecular brain research, 50(1-2), 121-126 (1997-12-24)
The effect of lysophosphatidic acid (lysoPA) on acetylcholine (ACh)-evoked currents was examined using normal and mutant Torpedo nicotinic ACh receptors expressed in Xenopus oocytes. LysoPA enhanced ACh-evoked currents in a washing time- and dose-dependent manner at concentrations of 0.1-3 microM
F N van Leeuwen et al.
Biochemical Society transactions, 31(Pt 6), 1209-1212 (2003-12-04)
LPA (lysophosphatidic acid), the simplest of al glycerophospholipids, is a potent inducer of cell proliferation, migration and survival. It does so by activating its cognate G-protein-coupled receptors, four of which have been identified. LPA receptors couple to at least three
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