810340P
Avanti
Click PI(4,5)P2-azido
Avanti Research™ - A Croda Brand 810340P, powder
Synonym(s):
1-oleoyl-2-(6-(6-azidohexanoyl)aminohexanoyl)-sn-glycero-3-phosphoinositol-4.5-bisphosphate (ammonium salt)
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About This Item
Empirical Formula (Hill Notation):
C39H82N7O20P3
CAS Number:
Molecular Weight:
1062.02
UNSPSC Code:
12352211
NACRES:
NA.25
Recommended Products
Assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 100 μg (with stopper and crimp cap (810340P-100ug))
manufacturer/tradename
Avanti Research™ - A Croda Brand 810340P
lipid type
click reagents
shipped in
dry ice
storage temp.
−20°C
General description
Phosphatidylinositol 4,5-bisphosphate (PI(4,5)P2) is an anionic lipid and is present in the plasma membrane (PM).
Biochem/physiol Actions
Phosphatidylinositol 4,5-bisphosphate (PI(4,5)P2) is a lipid messenger. It controls exocytosis, actin cytoskeleton dynamics and endocytosis. It also plays a key role in signal transduction, vesicle trafficking and motility. The azido functional group in the lipid may involve in a copper-catalyzed reaction to form click reaction.
Packaging
2 mL Amber Serum Vial with Stopper and Crimp Cap (810340P-100ug)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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Xiaojun Tan et al.
Journal of cell science, 128(22), 4047-4056 (2015-11-18)
Phosphoinositides are a collection of lipid messengers that regulate most subcellular processes. Amongst the seven phosphoinositide species, the roles for phosphatidylinositol 4,5-bisphosphate [PtdIns(4,5)P2] at the plasma membrane, such as in endocytosis, exocytosis, actin polymerization and focal adhesion assembly, have been
Clickable lipids: azido and alkynyl fatty acids and triacylglycerols
Zerkowski JA, et al.
Journal of the American Oil Chemists' Society, 86(11), 1115-1115 (2009)
Analysis of Phosphatidic Acid Binding and Regulation of PIPKI In Vitro and in Intact Cells
Methods in Enzymology, 583, 359-374 (2017)
Arne Gericke et al.
Advances in experimental medicine and biology, 991, 85-104 (2013-06-19)
PtdIns(4,5)P2 (phosphatidylinositol 4,5-bisphosphate) is a relatively common anionic lipid that regulates cellular functions by multiple mechanisms. Hydrolysis of PtdIns(4,5)P2 by phospholipase C yields inositol trisphosphate and diacylglycerol. Phosphorylation by phosphoinositide 3-kinase yields PtdIns(3,4,5)P3, which is a potent signal for survival
PI(4,5)P2 controls plasma membrane PI4P and PS levels via ORP5/8 recruitment to ER-PM contact sites.
Mira Sohn et al.
The Journal of cell biology, 217(5), 1797-1813 (2018-02-24)
Phosphatidylinositol 4,5-bisphosphate (PI(4,5)P2) is a critically important regulatory lipid of the plasma membrane (PM); however, little is known about how cells regulate PM PI(4,5)P2 levels. Here, we show that the phosphatidylinositol 4-phosphate (PI4P)/phosphatidylserine (PS) transfer activity of the endoplasmic reticulum
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