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P3584

Sigma-Aldrich

L-α-Phosphatidyl-D-myo-inositol 4,5-diphosphate, dioctanoyl

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About This Item

Empirical Formula (Hill Notation):
C25H49O19P3
CAS Number:
204858-53-7
Molecular Weight:
746.57
MDL number:
MFCD02259161
UNSPSC Code:
12352207
PubChem Substance ID:
24898428
NACRES:
NA.77

form

powder

Quality Level

100

solubility

H2O: soluble

storage temp.

−20°C

SMILES string

CCCCCCCC(=O)OC[C@H](COP(O)(=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)OC(=O)CCCCCCC

InChI

1S/C25H49O19P3/c1-3-5-7-9-11-13-18(26)39-15-17(41-19(27)14-12-10-8-6-4-2)16-40-47(37,38)44-23-20(28)21(29)24(42-45(31,32)33)25(22(23)30)43-46(34,35)36/h17,20-25,28-30H,3-16H2,1-2H3,(H,37,38)(H2,31,32,33)(H2,34,35,36)/t17-,20-,21+,22+,23-,24-,25-/m1/s1

InChI key

XLNCEHRXXWQMPK-MJUMVPIBSA-N

Features and Benefits

This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Substrates

Signaling lipid which apparently acts by binding to pleckstrin homology domains; direct activator of inward rectifier potassium channels; phospholipase C and PI3-kinase substrate; activates phospholipase D.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Jillian C Carmichael et al.
Virology, 527, 64-76 (2018-11-23)
Glycoprotein D (gD) of herpes simplex virus type 1 (HSV-1) plays a key role in multiple events during infection including virus entry, cell-to-cell spread, and virus-induced syncytia formation. Here, we provide evidence that an arginine/lysine cluster located at the transmembrane-cytoplasm
J E Harlan et al.
Biochemistry, 34(31), 9859-9864 (1995-08-08)
The pleckstrin homology (PH) domain is a protein module of approximately 100 amino acids that is found in several proteins involved in signal transduction [for a recent review, see Gibson et al. (1994) Trends Biochem. Sci. 19, 349-353]. Although the
C L Huang et al.
Nature, 391(6669), 803-806 (1998-03-05)
Inward rectifier K+ channels, which modulate electrical activity in many cell types, are regulated by protein kinases, guanine-nucleotide-binding proteins (G proteins) and probably actin cytoskeleton. Generation of phosphatidylinositol 4,5-bisphosphate (PIP2) by ATP-dependent lipid kinases is known to activate inward rectifier
J A Pitcher et al.
The Journal of biological chemistry, 270(20), 11707-11710 (1995-05-19)
The pleckstrin homology (PH) domain is an approximately 100-amino-acid region of sequence homology present in numerous proteins of diverse functions, which forms a discrete structural module. Several ligands capable of binding to PH domain-containing proteins have been identified including phosphatidylinositol

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