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P4725

L-α-Phosphatidyl-D-myo-inositol 3,4-diphosphate, dioctanoyl

Name: <SC>L</SC>-α-Phosphatidyl-<SC>D</SC>-<I>myo</I>-inositol 3,4-diphosphate, dioctanoyl
Brand: SIGMA

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About This Item

Empirical Formula (Hill Notation):

C₂₅H₄₉O₁₉P₃

Molecular Weight:

746.57

NACRES:

NA.77

PubChem Substance ID:

24898494

UNSPSC Code:

12352207

MDL number:

MFCD02259149

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Properties

form

powder

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-AWGZLWLLSA-N

Description

Biochem/physiol Actions

Activates Ca²⁺-insensitive PKC isotypes δ, ε, and η, activates Akt (a serine-threonine kinase also known as PKBα) by direct interaction with the Akt pleckstrin homology domain.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Distinct phosphatidylinositol 3-kinase lipid products accumulate upon oxidative and osmotic stress and lead to different cellular responses.

J Van der Kaay et al.

The Journal of biological chemistry, 274(50), 35963-35968 (1999-12-10)

Signaling by phosphatidylinositol (PI) 3-kinases is mediated by 3-phosphoinositides, which bind to Pleckstrin homology (PH) domains that are present in a wide spectrum of proteins. PH domains can be classified into three groups based on their different lipid binding specificities.

Activation of protein kinase C family members by the novel polyphosphoinositides PtdIns-3,4-P2 and PtdIns-3,4,5-P3.

A Toker et al.

The Journal of biological chemistry, 269(51), 32358-32367 (1994-12-23)

The effect of phosphoinositides on the activity of protein kinase C (PKC) isotypes was investigated. PKC alpha, beta I, beta II, gamma, delta, epsilon, eta, and zeta were expressed in baculovirus-infected insect cells and purified by column chromatography. The calcium-activated

Direct regulation of the Akt proto-oncogene product by phosphatidylinositol-3,4-bisphosphate.

T F Franke et al.

Science (New York, N.Y.), 275(5300), 665-668 (1997-01-31)

The regulation of the serine-threonine kinase Akt by lipid products of phosphoinositide 3-kinase (PI 3-kinase) was investigated. Akt activity was found to correlate with the amount of phosphatidylinositol-3,4-bisphosphate (PtdIns-3,4-P2) in vivo, and synthetic PtdIns-3,4-P2 activated Akt both in vitro and

Global Trade Item Number

SKU	GTIN
P4725-.1MG	04061833421475