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Merck
CN

850165P

Avanti

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

Avanti Research - A Croda Brand

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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关于此项目

经验公式(希尔记法):
C47H94N3O19P3
化学文摘社编号:
分子量:
1098.18
UNSPSC Code:
51191904
NACRES:
NA.25
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产品名称

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

form

powder

InChI key

GAIOWTITBYPFJE-WGJQOQIESA-N

SMILES string

[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+]

assay

>99% (TLC)

packaging

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

manufacturer/tradename

Avanti Research - A Croda Brand 850165P

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

Application

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

General description

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。

Packaging

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)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

存储类别

11 - Combustible Solids


历史批次信息供参考:

分析证书(COA)

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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
Peter Y Mercredi et al.
Journal of molecular biology, 428(8), 1637-1655 (2016-03-20)
Assembly of HIV-1 particles is initiated by the trafficking of viral Gag polyproteins from the cytoplasm to the plasma membrane, where they co-localize and bud to form immature particles. Membrane targeting is mediated by the N-terminally myristoylated matrix (MA) domain
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
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

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