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Merck
CN

850165P

Avanti

18:0-20:4 PI(4,5)P2

1-stearoyl-2-arachidonoyl-sn-glycero-3-phospho-(1′-myo-inositol-4′,5′-bisphosphate) (ammonium salt), powder

别名:

1-十八烷酰基-2-(5Z,8Z,11Z,14Z-二十碳四烯酰基)-sn-甘油-3-[磷酸肌醇-3,4-二磷酸](铵盐);PIP2[4′,5′](18:0/20:4(5Z,8Z,11Z,14Z))

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About This Item

经验公式(希尔记法):
C47H94N3O19P3
分子量:
1098.18
UNSPSC代码:
51191904
NACRES:
NA.25

方案

>99% (TLC)

表单

powder

包装

pkg of 1 × 100 μg (with stopper and crimp cap (850165P-100ug))
pkg of 1 × 500 μg (with stopper and crimp cap (850165P-500ug))

制造商/商品名称

Avanti Research - A Croda Brand 850165P

脂质类型

cardiolipins
phospholipids

运输

dry ice

储存温度

−20°C

SMILES字符串

[H][C@@](COP([O-])(O[C@H]1[C@H](O)[C@@H](OP(O)([O-])=O)[C@H](OP([O-])(O)=O)[C@@H](O)[C@H]1O)=O)(OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)COC(CCCCCCCCCCCCCCCCC)=O.[NH4+].[NH4+].[NH4+]

InChI key

GAIOWTITBYPFJE-WGJQOQIESA-N

一般描述

尽管PI(4,5)P2是细胞膜的次要成分,但它作为许多重要信号转导蛋白的底物发挥着重要作用。PI(4,5)P2是IP3/DAG途径中的中间体,在该途径中,它被磷脂酶C水解,释放第二信使,即肌醇1,4,5-三磷酸(IP3)和二酰基甘油(DAG)。PI(4,5)P2也是PI 3-激酶的底物,可被磷酸化为PI(3,4,5)P3,后者是下游信号转导成分(如蛋白激酶AKT)的激活剂。
磷脂酰肌醇4,5-二磷酸(PIP2)是一种带负电荷的磷脂,在质膜中含量丰富。

应用

18:0-20:4 PI(4,5)P2或1-硬脂酰基-2-花生四烯酰基-sn-甘油-3-磷酸-(1′-肌醇-4′,5′-双磷酸酯)(铵盐)已用于:
  • 低温电子显微镜检查(cryo-EM)网格制备
  • 宿主1-O-1-(Z)-十八碳烯基-2-花生四烯酰基-sn-甘油-3-磷酸胆碱(plasmenyl-SAPC)小单层囊泡中(SUVs),在H2O2的存在下激活cyt c缩醛磷脂酶活性
  • 研究酰基链类型是否影响磷脂酰肌醇4,5-二磷酸(PIP2)簇的形成

包装

带塞子和压接盖的2 mL棕色血清瓶(850165P-100ug)
带塞子和压接盖的2 mL棕色血清瓶(850165P-500ug)

法律信息

Avanti Research is a trademark of Avanti Polar Lipids, LLC

储存分类代码

11 - Combustible Solids


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Yi Wen et al.
Biophysical journal, 114(11), 2630-2639 (2018-06-07)
Phosphatidylinositol 4,5-bisphosphate (PI(4,5)P2 or PIP2), is a key component of the inner leaflet of the plasma membrane in eukaryotic cells. In model membranes, PIP2 has been reported to form clusters, but whether these locally different conditions could give rise to
George Khelashvili et al.
Biochemistry, 51(39), 7685-7698 (2012-09-07)
Syntaxin (STX) is a N-ethylmaleimide-sensitive factor attachment protein receptor (SNARE) protein that binds to the plasma membrane and regulates ion channels and neurotransmitter transporters. Experiments have established the involvement of the N-terminal segment of STX in direct protein-protein interactions and
Qinrui Wang et al.
Structure (London, England : 1993), 28(2), 169-184 (2019-12-07)
Polycystin-2 (PC2) is a transient receptor potential (TRP) channel present in ciliary membranes of the kidney. PC2 shares a transmembrane fold with other TRP channels, in addition to an extracellular domain found in TRPP and TRPML channels. Using molecular dynamics
Christopher M Jenkins et al.
The Journal of biological chemistry, 293(22), 8693-8709 (2018-03-14)
Plasmalogens are phospholipids critical for cell function and signaling that contain a vinyl ether linkage at the sn-1 position and are highly enriched in arachidonic acid (AA) at the sn-2 position. However, the enzyme(s) responsible for the cleavage of the
Tao Liang et al.
The Journal of biological chemistry, 289(9), 6028-6040 (2014-01-17)
In β-cells, syntaxin (Syn)-1A interacts with SUR1 to inhibit ATP-sensitive potassium channels (KATP channels). PIP2 binds the Kir6.2 subunit to open KATP channels. PIP2 also modifies Syn-1A clustering in plasma membrane (PM) that may alter Syn-1A actions on PM proteins

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