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LM1900

Avanti

17:0-20:4 PI(3)P

Avanti Polar Lipids LM1900, powder

Synonym(s):

1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1′-myo-inositol-3′-phosphate) (ammonium salt)

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About This Item

Empirical Formula (Hill Notation):
C46H88N2O16P2
CAS Number:
1246304-67-5
Molecular Weight:
987.14
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

manufacturer/tradename

Avanti Polar Lipids LM1900

packaging

1 ea of 1 × (with stopper and crimp cap (LM1900-1EA))

application(s)

lipidomics
metabolomics

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](O)[C@@H](OP([O-])(O)=O)[C@H]1O)=O)(OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)COC(CCCCCCCCCCCCCCCC)=O.[NH4+].[NH4+]

General description

17:0-20:4 PI(3)P, phosphatidylinositol 3?phosphate, is the predominant phosphoinositide localized in endosomes and yeast vacuoles. It is synthesized by phosphatidylinositol 3?kinase (PI3K) from phosphatidylinositol.

Application

17:0-20:4 PI(3)P has been used as an internal standard for targeted lipidomic analysis.

Biochem/physiol Actions

17:0-20:4 PI(3)P plays a vital role in intracellular membrane trafficking and recruitment of effector proteins, which possess PI(3)P-binding motifs to membranes. It also regulates the formation of autophagosomes.

Packaging

2 mL Amber Serum Vial with Stopper and Crimp Cap (LM1900-1EA)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

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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The phosphatidylinositol 3?phosphate?binding FYVE finger
Stenmark H, et al.
Febs Letters, 513(1), 77-84 (2002)
The Role of PI3P Phosphatases in the Regulation of Autophagy
Pruett ST, et al.
Febs Letters, 584(7), 1313-1318 (2010)
The spastic paraplegia-associated phospholipase DDHD1 is a primary brain phosphatidylinositol lipase
Inloes JM, et al.
Molecules (Basel), 57(39), 5759-5767 (2018)
G S Taylor et al.
Proceedings of the National Academy of Sciences of the United States of America, 97(16), 8910-8915 (2000-07-20)
The lipid second messenger phosphatidylinositol 3-phosphate [PI(3)P] plays a crucial role in intracellular membrane trafficking. We report here that myotubularin, a protein tyrosine phosphatase required for muscle cell differentiation, is a potent PI(3)P phosphatase. Recombinant human myotubularin specifically dephosphorylates PI(3)P
Jordon M Inloes et al.
Biochemistry, 57(39), 5759-5767 (2018-09-18)
Deleterious mutations in the serine hydrolase DDHD domain containing 1 (DDHD1) cause the SPG28 subtype of the neurological disease hereditary spastic paraplegia (HSP), which is characterized by axonal neuropathy and gait impairments. DDHD1 has been shown to display PLA1-type phospholipase

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