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850152P

Avanti

18:1 PI(5)P

1,2-dioleoyl-sn-glycero-3-phospho-(1′-myo-inositol-5′-phosphate) (ammonium salt), powder

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Synonym(s):
PIP[5′](18:1/18:1)
Empirical Formula (Hill Notation):
C45H90N2O16P2
CAS Number:
1246303-10-5
Molecular Weight:
977.15
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 100 μg (with stopper and crimp cap (850152P-100ug))
pkg of 1 × 500 μg (with stopper and crimp cap (850152P-500ug))

manufacturer/tradename

Avanti Polar Lipids 850152P

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

General description

18:1 PI(11)P (1,2-dioleoyl-sn-glycero-3-phospho-(1′-myo-inositol-5′-phosphate)) is an ammonium salt of modified lipid. Approximately 0.5% of total phosphoinositides (PI) in mammalian cells consists of PI5P.
Inositol phospholipid species are membrane-bound signaling molecules that have been implicated in almost all aspects of cellular physiology, including cellular growth, metabolism, proliferation, and survival.

Application

18:1 PI(11)P (1,2-dioleoyl-sn-glycero-3-phospho-(1′-myo-inositol-5′-phosphate) (ammonium salt)) has been used in protein−lipid overlay assay. It may be used in liposome preparation and in liposome preparation for liposome pull-down experiments.

Biochem/physiol Actions

Phosphatidylinositol 5-phosphate (PI5P) is known to control chromatin organization and gene expression. It can also act as a coordinator of actin cytoskeleton, membrane trafficking and signaling. It participates in autophagy.

Packaging

2 mL Amber Serum Vial with Stopper and Crimp Cap (850152P-100ug)
2 mL Amber Serum Vial with Stopper and Crimp Cap (850152P-500ug)

Storage Class Code

11 - Combustible Solids

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Divyanshu Mahajan et al.
Nature communications, 10(1), 3218-3218 (2019-07-22)
Proteins are transported among eukaryotic organelles along the cytoskeleton in membrane carriers. The mechanism regarding the motility of carriers and the positioning of organelles is a fundamental question in cell biology that remains incompletely understood. Here, we find that Dopey1
Chao-Yuan Yu et al.
Plant physiology, 183(1), 221-235 (2020-03-25)
Phosphoinositides function as lipid signals in plant development and stress tolerance by binding with partner proteins. We previously reported that Arabidopsis (Arabidopsis thaliana) phosphoinositide-specific phospholipase C2 functions in the endoplasmic reticulum (ER) stress response. However, the underlying molecular mechanisms of
Anbang Dai et al.
Nature communications, 10(1), 3699-3699 (2019-08-20)
WHAMM, a member of the Wiskott-Aldrich syndrome protein (WASP) family, is an actin nucleation promoting factor (NPF) that also associates with membranes and microtubules. Here we report that WHAMM is required for autophagic lysosome reformation (ALR). WHAMM knockout causes impairment
Frédéric Boal et al.
Journal of cell science, 128(4), 815-827 (2015-01-16)
Phosphoinositides represent a major class of lipids specifically involved in the organization of signaling cascades, maintenance of the identity of organelles and regulation of multiple intracellular trafficking steps. We previously reported that phosphatidylinositol 5-monophosphate (PI5P), produced by the Shigella flexneri
Junya Hasegawa et al.
Cell structure and function, 42(1), 49-60 (2017-03-18)
In most eukaryotes, phosphoinositides (PIs) have crucial roles in multiple cellular functions. Although the cellular levels of phosphatidylinositol 5-phosphate (PI5P) and phosphatidylinositol 3,5-bisphosphate (PI(3,5)P2) are extremely low relative to some other PIs, emerging evidence demonstrates that both lipids are crucial
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