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850151P

Avanti

18:1 PI(4)P

Avanti Research™ - A Croda Brand

Synonym(s):

1,2-dioleoyl-sn-glycero-3-phospho-(1′-myo-inositol-4′-phosphate) (ammonium salt)

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About This Item

Empirical Formula (Hill Notation):
C45H90N2O16P2
CAS Number:
1803104-55-3
Molecular Weight:
977.15
UNSPSC Code:
51191904
NACRES:
NA.25
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Product Name

18:1 PI(4)P, Avanti Research™ - A Croda Brand 850151P, powder

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 100 μg (with stopper and crimp cap (850151P-100ug)), pkg of 1 × 500 μg (with stopper and crimp cap (850151P-500ug))

manufacturer/tradename

Avanti Research™ - A Croda Brand 850151P

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C45H84O16P2.2H3N/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(46)57-35-37(59-39(47)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)36-58-63(55,56)61-45-42(50)40(48)44(41(49)43(45)51)60-62(52,53)54;;/h17-20,37,40-45,48-51H,3-16,21-36H2,1-2H3,(H,55,5

InChI key

XDKQBHORSIMQSB-QVUMANCCSA-N

General description

18:1 PI(5)P (1,2-dioleoyl-sn-glycero-3-phospho-(1′-myo-inositol-4′-phosphate) is an ammonium salt of modified lipid which bears a double at the 9th carbon of dioleoyl group. Phosphatidylinositol 4-phosphate (PI-4-P) is an abundant phosphoinositide species present in the plasma membrane.
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(5)P (1,2-dioleoyl-sn-glycero-3-phospho-(1′-myo-inositol-4′-phosphate) (ammonium salt)) has been used in protein−lipid overlay assay. It may be used in small unilamellar vesicles for liposome flotation assays. It may also be used in different lipid binding specificity studies.

Biochem/physiol Actions

Phosphatidylinositol 4-phosphate (PI-4-P) is an important factor, that is required for membrane traffic, polarized growth and cytoskeleton organization.

Packaging

2 mL Amber Serum Vial with Stopper and Crimp Cap (850151P-100ug)
2 mL Amber Serum Vial with Stopper and Crimp Cap (850151P-500ug)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

No data available

flash_point_c

No data available

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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
Mark R Lundquist et al.
Molecular cell, 70(3), 531-544 (2018-05-05)
While the majority of phosphatidylinositol-4, 5-bisphosphate (PI-4, 5-P2) in mammalian cells is generated by the conversion of phosphatidylinositol-4-phosphate (PI-4-P) to PI-4, 5-P2, a small fraction can be made by phosphorylating phosphatidylinositol-5-phosphate (PI-5-P). The physiological relevance of this second pathway is
Lee Dolat et al.
The Journal of cell biology, 214(5), 517-527 (2016-08-24)
Macropinocytosis, the internalization of extracellular fluid and material by plasma membrane ruffles, is critical for antigen presentation, cell metabolism, and signaling. Macropinosomes mature through homotypic and heterotypic fusion with endosomes and ultimately merge with lysosomes. The molecular underpinnings of this

Global Trade Item Number

SKUGTIN
850151P-100UG04061835229550
850151P-500UG04061835229567