Skip to Content
Merck
CN

Key Documents

View All Documentation

LM1906

Avanti

17:0-20:4 PI(3,4,5)P3

Avanti Research™ - A Croda Brand

Synonym(s):

1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1′-myo-inositol-3′,4′,5′-trisphosphate) (ammonium salt)

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C46H96N4O22P4
CAS Number:
1246304-72-2
Molecular Weight:
1181.16
UNSPSC Code:
51191904
NACRES:
NA.25
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

17:0-20:4 PI(3,4,5)P3, Avanti Research™ - A Croda Brand LM1906, powder

form

powder

manufacturer/tradename

Avanti Research™ - A Croda Brand LM1906

packaging

1 ea of 1 × (with stopper and crimp cap (LM1906-1EA))

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](OP([O-])(O)=O)[C@H](OP([O-])(O)=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+].[NH4+].[NH4+]

InChI

1S/C46H84O22P4.4H3N/c1-3-5-7-9-11-13-15-17-19-20-21-23-25-27-29-31-33-35-40(48)64-38(36-62-39(47)34-32-30-28-26-24-22-18-16-14-12-10-8-6-4-2)37-63-72(60,61)68-43-41(49)44(65-69(51,52)53)46(67-71(57,58)59)45(42(43)50)66-70(54,55)56;;;;/h11,13,17,19,21,23,2

InChI key

FSWQCDGXUXSIRI-VHLOILQVSA-N

General description

Phosphatidylinositol-3,4,5-triphosphate (PI(3,4,5)P3) is localized to the plasma membrane, intracellular sites and the nucleus.

Application

17:0-20:4 PI(3,4,5)P3 or 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-(1′-myo-inositol-3′,4′,5′-trisphosphate) has been used:
  • as a lipid standard in ultra-performance liquid chromatography-tandem mass spectrometry (UPLC/MS)
  • as an internal standard in lipid extraction from Drosophila larval tissues
  • as an internal standard in liquid chromatography tandem mass spectroscopic (LC-MS/MS) analysis of methylated phosphatidylinositol phosphates (PIPs)

Biochem/physiol Actions

Phosphatidylinositol-3,4,5-triphosphate (PI(3,4,5)P3) is involved in protein activation. It is a critical signaling molecule for several cellular processes and acts as a secondary messenger. PI(3,4,5)P3 is also implicated in human pathogenesis.

Packaging

2 mL Amber Serum Vial with Stopper and Crimp Cap (LM1906-1EA)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Prasenjit Manna et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 35(4), 1253-1275 (2015-02-28)
Phosphatidylinositol-3,4,5-triphosphate (PtdIns(3,4,5)P₃) is one of the most important phosphoinositides and is capable of activating a wide range of proteins through its interaction with their specific binding domains. Localization and activation of these effector proteins regulate a number of cellular functions
Yvonne Lindsay et al.
Journal of cell science, 119(Pt 24), 5160-5168 (2006-12-13)
Phosphatidylinositol (3,4,5) trisphosphate [PtdIns(3,4,5)P3] is a lipid second messenger, produced by Type I phosphoinositide 3-kinases (PI 3-kinases), which mediates intracellular responses to many growth factors. Although PI 3-kinases are implicated in events at both the plasma membrane and intracellular sites
Sanjeev Sharma et al.
Cell reports, 27(7), 1979-1990 (2019-05-16)
Phosphatidylinositol 3,4,5-trisphosphate (PIP3) generation at the plasma membrane is a key event during activation of receptor tyrosine kinases such as the insulin receptor required for normal growth and metabolism. We report that in Drosophila, phosphatidylinositol 5 phosphate 4-kinase (PIP4K) is
View All Related Papers

Global Trade Item Number

SKUGTIN
LM1906-1EA04061835192663