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LM1902

Avanti

17:0-20:4 PI(5)P

Avanti Polar Lipids LM1902, powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C46H88N2O16P2
CAS Number:
1246304-69-7
Molecular Weight:
987.14
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

manufacturer/tradename

Avanti Polar Lipids LM1902

packaging

1 ea of 1 × (with stopper and crimp cap (LM1902-1EA))

application(s)

lipidomics
metabolomics

shipped in

dry ice

storage temp.

−20°C

Inchi Code

1S/C46H82O16P2.2H3N/c1-3-5-7-9-11-13-15-17-19-20-21-23-25-27-29-31-33-35-40(48)60-38(36-58-39(47)34-32-30-28-26-24-22-18-16-14-12-10-8-6-4-2)37-59-64(56,57)62-46-43(51)41(49)42(50)45(44(46)52)61-63(53,54)55;;/h11,13,17,19,21,23,27,29,38,41-46,49-52H,3-10,12,14-16,18,20,22,24-26,28,30-37H2,1-2H3,(H,56,57)(H2,53,54,55);2*1H3/b13-11-,19-17-,23-21-,29-27-;;/t38-,41-,42?,43?,44?,45?,46-;;/m1../s1

InChI key

IOJKXWHTFCVKEI-GJNCZKRRSA-N

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(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)COC(CCCCCCCCCCCCCCCC)=O.[NH4+].[NH4+]

General description

Phosphatidylinositol 5-Phosphate (PI5P) is present in the endosomes, trans-Golgi network and smooth endoplasmic reticulum. It is abundantly localized to the plasma membrane but also found in the intracellular membranes of the organelles.

Biochem/physiol Actions

Phosphorylation of phosphatidylinositol 5-phosphate (PI5P) by phosphatidylinositol 5-phosphate (PI5P) type II PIPKs (PIPKIIs) produces phosphatidylinositol 4,5-bisphosphate (PI-4,5-P2), which, is a potent signaling molecule. PI5P is a lipid messenger associated with stress-induced pathways in the nucleus. It is known to possess housekeeping functions and aids in cell activation during bacterial infections.

Packaging

2 mL Amber Serum Vial with Stopper and Crimp Cap (LM1902-1EA)

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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Amber J McCartney et al.
BioEssays : news and reviews in molecular, cellular and developmental biology, 36(1), 52-64 (2013-12-11)
Recent studies of the low abundant signaling lipid, phosphatidylinositol 3,5-bisphosphate (PI(3,5)P2 ), reveal an intriguingly diverse list of downstream pathways, the intertwined relationship between PI(3,5)P2 and PI5P, as well as links to neurodegenerative diseases. Derived from the structural lipid phosphatidylinositol
Natsuko Jin et al.
Biochemical Society transactions, 44(1), 177-184 (2016-02-11)
Phosphorylated phosphatidylinositol lipids are crucial for most eukaryotes and have diverse cellular functions. The low-abundance signalling lipid phosphatidylinositol 3,5-bisphosphate [PI(3,5)P2] is critical for cellular homoeostasis and adaptation to stimuli. A large complex of proteins that includes the lipid kinase Fab1-PIKfyve
Matthew W Bunce et al.
The Journal of biological chemistry, 283(13), 8678-8686 (2008-01-26)
Phosphoinositide signaling pathways regulate numerous processes in eukaryotic cells, including migration, proliferation, and survival. The regulatory lipid phosphatidylinositol 4,5-bisphosphate is synthesized by two distinct classes of phosphatidylinositol phosphate kinases (PIPKs), the type I and II PIPKs. Although numerous physiological functions

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