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LM1906

Avanti

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

Avanti Research™ - A Croda Brand LM1906, powder

Synonym(e):

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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About This Item

Empirische Formel (Hill-System):
C46H96N4O22P4
CAS-Nummer:
1246304-72-2
Molekulargewicht:
1181.16
UNSPSC-Code:
51191904
NACRES:
NA.25

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Form

powder

Hersteller/Markenname

Avanti Research™ - A Croda Brand LM1906

Verpackung

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

Anwendung(en)

lipidomics
metabolomics

Versandbedingung

dry ice

Lagertemp.

−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

InChIKey

FSWQCDGXUXSIRI-VHLOILQVSA-N

Allgemeine Beschreibung

Phosphatidylinositol-3,4,5-triphosphate (PI(3,4,5)P3) is localized to the plasma membrane, intracellular sites and the nucleus.[1]

Anwendung

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. Wirkung

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]

Verpackung

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

Rechtliche Hinweise

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Lagerklassenschlüssel

11 - Combustible Solids

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Analysenzertifikate (COA)

Lot/Batch Number

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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
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
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
Anthony M Battram et al.
The Journal of biological chemistry, 292(5), 1691-1704 (2016-12-03)
The class I PI3K family of lipid kinases plays an important role in integrin αIIbβ3 function, thereby supporting thrombus growth and consolidation. Here, we identify Ras/Rap1GAP Rasa3 (GAP1IP4BP) as a major phosphatidylinositol 3,4,5-trisphosphate-binding protein in human platelets and a key
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