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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)

Formularz

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+]

Klucz InChI

GAIOWTITBYPFJE-WGJQOQIESA-N

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
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Kod klasy składowania

11 - Combustible Solids

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Certyfikaty analizy (CoA)

Lot/Batch Number

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

Odwiedź Bibliotekę dokumentów

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
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
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
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)
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
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Global Trade Item Number

SKUGTIN
850165P-100UG4061835227167
850165P-1MG4065270903457
850165P-500UG4061835227174
850165P-5MG4065270903464

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