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LM1906

Avanti

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

Avanti Research™ - A Croda Brand LM1906, powder

Synonyma:

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

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Vybrat velikost

1 EA
8 890,00 Kč

8 890,00 Kč

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1 EA
8 890,00 Kč

About This Item

Empirický vzorec (Hillův zápis):
C46H96N4O22P4
Číslo CAS:
1246304-72-2
Molekulová hmotnost:
1181.16
UNSPSC Code:
51191904
NACRES:
NA.25

8 890,00 Kč

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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.[1]

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)[2]
  • as an internal standard in lipid extraction from Drosophila larval tissues[3]
  • as an internal standard in liquid chromatography tandem mass spectroscopic (LC-MS/MS) analysis of methylated phosphatidylinositol phosphates (PIPs)[4]

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[5] and acts as a secondary messenger.[6] PI(3,4,5)P3 is also implicated in human pathogenesis.[5]

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

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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
Claudia Rossi et al.
International journal of molecular sciences, 19(11) (2018-11-18)
Multiple sclerosis (MuS) is an autoimmune disease of the central nervous system characterized by neuroinflammation, neurodegeneration, and degradation of the myelin sheath. Epidemiological studies have shown that the female gender is more susceptible than the male gender to MuS development
Golnar Karimian et al.
Biochimica et biophysica acta, 1832(12), 1922-1929 (2013-07-03)
Sphingosine kinases (SphKs) and their product sphingosine-1-phosphate (S1P) have been reported to regulate apoptosis and survival of liver cells. Cholestatic liver diseases are characterized by cytotoxic levels of bile salts inducing liver injury. It is unknown whether SphKs and/or S1P
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
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