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Merck

LM1903

Avanti

17:0-20:4 PI(3,4)P2

Avanti Research™ - A Croda Brand

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C46H92N3O19P3
CAS Number:
1144099-87-5
Molecular Weight:
1084.15
UNSPSC Code:
41116107
NACRES:
NA.25

Key Documents

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Product Name

17:0-20:4 PI(3,4)P2, Avanti Research™ - A Croda Brand LM1903, powder

InChI

1S/C46H83O19P3.3H3N/c1-3-5-7-9-11-13-15-17-19-20-21-23-25-27-29-31-33-35-40(48)62-38(36-60-39(47)34-32-30-28-26-24-22-18-16-14-12-10-8-6-4-2)37-61-68(58,59)65-44-41(49)42(50)45(63-66(52,53)54)46(43(44)51)64-67(55,56)57;;;/h11,13,17,19,21,23,27,29,38,41-46

InChI key

OKMXNUJCHZSHOL-HTJGCCCZSA-N

SMILES string

[H][C@@](COP([O-])(O[C@H]1[C@H](O)[C@@H](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+]

assay

>99% (TLC)

form

powder

manufacturer/tradename

Avanti Research™ - A Croda Brand LM1903

packaging

1 ea of 1 × (with stopper and crimp cap (LM1903-1EA))

application(s)

lipidomics
metabolomics

shipped in

dry ice

storage temp.

−20°C

Biochem/physiol Actions

Phosphatidylinositol 3,4-bisphosphate (PI(3,4)P2) is a signaling molecule, which might promote actin aggregation and neuritogenesis. PI(3,4)P2 is associated with proteins and enzymes involved in signal transduction and the cytoskeleton. It is essential for the enzyme action of phospholipase D and ADP-ribosylation factor (ARF).

Packaging

2 mL Amber Serum Vial with Stopper and Crimp Cap (LM1903-1EA)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk

WGK 3

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Certificates of Analysis (COA)

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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
Shu-Xin Zhang et al.
Cell research, 27(2), 253-273 (2017-01-21)
Neurite initiation is critical for neuronal morphogenesis and early neural circuit development. Recent studies showed that local actin aggregation underneath the cell membrane determined the site of neurite initiation. An immediately arising question is what signaling mechanism initiated actin aggregation.
Maria Saliakoura et al.
Oncogene, 39(14), 2948-2960 (2020-02-09)
Enhanced prostaglandin production promotes the development and progression of cancer. Prostaglandins are generated from arachidonic acid (AA) by the action of cyclooxygenase (COX) isoenzymes. However, how cancer cells are able to maintain an elevated supply of AA for prostaglandin production

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