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PtdIns-(3,4,5)-P3 (1,2-dioctanoyl) (sodium salt)
Cayman Chemical Item Number 10007764
Description
The phosphatidylinositol (PtdIns) phosphates represent a small percentage of total membrane phospholipids. However, they play a critical role in the generation and transmission of cellular signals.1↗,2↗ PtdIns-(3,4,5)-P3 (1,2-dioctanoyl) is a synthetic analog of natural PtdIns featuring C8:0 fatty acids at the sn-1 and sn-2 positions. The compound features the same inositol and diacylglycerol (DAG) stereochemistry as the natural compound. The short fatty acid chains of this analog give it different physical properties including high solubility in aqueous media compared to naturally occurring PtdIns-(3,4,5)-P3. PtdIns are phosphorylated to mono- (PtdIns-P; PIP), di- (PtdIns-P2; PIP2), and triphosphates (PtdIns-P3; PIP3). Phosphorylation of PtdIns-(4,5)-P2 by phosphoinositide (PI)-3-kinase initiates an intricate signalling cascade at the fore front of scientific research.3↗
Synonyms DOPI-3,4,5-P3
Phosphatidylinositol-3,4,5-trisphosphate
Formal Name 1-(1,2-dioctanoylphosphatidyl)inositol-3,4,5-trisphosphate, tetrasodium salt
Molecular Formula C25H46O22P4 · 4Na
Formula Weight 914.5
Formulation A lyophilized powder
Purity ≥98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES O=C(OC[C@H](COP(O[C@@H]1[C@H](O)[C@H](O[P+]([O-])(O)=O)[C@@H](OP([O-])(O)=O)[C@H](OP([O])(O)=O)[C@H]1O)([O-])=O)OC(CCCCCCC)=O)CCCCCCC.[Na+].[Na].[Na+].[Na]
InCHI Code 1S/C25H50O22P4.4Na/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)(H2,36,3
InCHI Key HKEJKRRMHQTDJY-JQCOAGCCSA-J |