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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

Synonim(y):

1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-[phosphoinositol-4,5-bisphosphate] (ammonium salt); PIP2[4′,5′](18:0/20:4(5Z,8Z,11Z,14Z))

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About This Item

Wzór empiryczny (zapis Hilla):
C47H94N3O19P3
Numer CAS:
799268-59-0
Masa cząsteczkowa:
1098.18
Kod UNSPSC:
51191904
NACRES:
NA.25

Próba

>99% (TLC)

Postać

powder

opakowanie

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

producent / nazwa handlowa

Avanti Research™ - A Croda Brand 850165P

typ lipidu

cardiolipins
phospholipids

Warunki transportu

dry ice

temp. przechowywania

−20°C

ciąg SMILES

[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+]

Opis ogólny

Although PI(4,5)P2 is a minor component of cell membranes, it plays a critical role as a substrate for a number of important signaling proteins. PI(4,5)P2 is an intermediate in the IP3/DAG pathway where it is hydrolyzed by phospholipase C to liberate the second messengers, inositol 1,4,5-triphosphate (IP3) and diacylglycerol (DAG). PI(4,5)P2 is also a substrate for PI 3-kinase where it is phosphorylated to PI(3,4,5)P3, an activator of downstream signaling components such as the protein kinase AKT.
Phosphatidylinositol 4,5-bisphosphate (PIP2) is a negatively charged phospholipid, abundant in the plasma membrane.

Zastosowanie

18:0-20:4 PI(4,5)P2 or 1-stearoyl-2-arachidonoyl-sn-glycero-3-phospho-(1′-myo-inositol-4′,5′-bisphosphate) (ammonium salt) has been used:
  • in cryo-electron microscopy (cryo-EM) grid preparation
  • in host 1-O-1-(Z)-octadecenyl-2-arachidonoyl-sn-glycero-3-phosphocholine (plasmenyl-SAPC) small unilamellar vesicles (SUVs) in the presence of H2O2 to activate cyt c plasmalogenase activity
  • to study whether acyl chain types affect phosphatidylinositol 4,5-bisphosphate (PIP2) cluster formation

Opakowanie

2 mL Amber Serum Vial with Stopper and Crimp Cap (850165P-100ug)
2 mL Amber Serum Vial with Stopper and Crimp Cap (850165P-500ug)

Informacje prawne

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Kod klasy składowania

11 - Combustible Solids

Certyfikaty analizy (CoA)

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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

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
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
Ke Wang et al.
The Journal of biological chemistry, 287(45), 37964-37972 (2012-09-15)
Macroautophagy (hereafter autophagy) is a degradative cellular pathway that protects eukaryotic cells from stress, starvation, and microbial infection. This process must be tightly controlled because too little or too much autophagy can be deleterious to cellular physiology. The phosphatidylinositol (PtdIns)
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