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P9953

Sigma-Aldrich

L-α-Phosphatidyl-D-myo-inositol 3,4,5-triphosphate, dioctanoyl

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About This Item

Empirical Formula (Hill Notation):
C25H50O22P4
Molecular Weight:
826.55
MDL number:
MFCD02259165
UNSPSC Code:
12352207
PubChem Substance ID:
24898933

Assay

≥98% (TLC)

form

lyophilized 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](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H]1O)OC(=O)CCCCCCC

InChI

1S/C25H50O22P4/c1-3-5-7-9-11-13-18(26)41-15-17(43-19(27)14-12-10-8-6-4-2)16-42-51(39,40)47-22-20(28)23(44-48(30,31)32)25(46-50(36,37)38)24(21(22)29)45-49(33,34)35/h17,20-25,28-29H,3-16H2,1-2H3,(H,39,40)(H2,30,31,32)(H2,33,34,35)(H2,36,37,38)/t17-,20+,21+,22-,23+,24-,25-/m1/s1

InChI key

ANFYVAHJWGJYAT-QLCNXWICSA-N

Biochem/physiol Actions

Signaling lipid; activates PDK1 (3-phosphoinositide-dependent protein kinase), which is necessary, but not sufficient, for the activation of PKB/Akt. PDK1 also phosphorylates and activates p70S6k.

Storage Class Code

13 - Non 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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D Stokoe et al.
Science (New York, N.Y.), 277(5325), 567-570 (1997-07-25)
Protein kinase B (PKB) is a proto-oncogene that is activated in signaling pathways initiated by phosphoinositide 3-kinase. Chromatographic separation of brain cytosol revealed a kinase activity that phosphorylated and activated PKB only in the presence of phosphatidylinositol-3,4,5-trisphosphate [PtdIns(3,4,5)P3]. Phosphorylation occurred
D R Alessi et al.
Current biology : CB, 7(4), 261-269 (1997-04-01)
Protein kinase B (PKB), also known as c-Akt, is activated rapidly when mammalian cells are stimulated with insulin and growth factors, and much of the current interest in this enzyme stems from the observation that it lies 'downstream' of phosphoinositide
D R Alessi et al.
Current biology : CB, 7(10), 776-789 (1997-11-22)
The activation of protein kinase B (PKB, also known as c-Akt) is stimulated by insulin or growth factors and results from its phosphorylation at Thr308 and Ser473. We recently identified a protein kinase, termed PDK1, that phosphorylates PKB at Thr308
D R Alessi et al.
Current biology : CB, 8(2), 69-81 (1998-03-21)
The p70 S6 kinase, an enzyme critical for cell-cycle progression through the G1 phase, is activated in vivo by insulin and mitogens through coordinate phosphorylation at multiple sites, regulated by signaling pathways, some of which depend on and some of

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