PtdIns-(1,2-dioctanoyl) (sodium salt)

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. PtdIns-(1,2-dioctanoyl) is a synthetic analog of natural phosphatidylinositol (PtdIns) containing C8:0 fatty acids at the sn-1 and sn-2 positions. The compound features the same inositol and diacyl glycerol (DAG) stereochemistry as that of the natural compound. The short fatty acid chains of this analog, compared to naturally-occurring PtdIns, gives it different physical properties including high solubility in aqueous media. PtdIns are phosphorylated to mono- (PtdIns-P, PIP), di- (PtdIns-P2, PIP2), and triphosphates (PtdIns-P3, PIP3). Hydrolysis of PtdIns-(4,5)-P2 by phosphoinositide (PI)-specific phospholipase C generates inositol triphosphate (IP3) and DAG which are key second messengers in an intricate biochemical signal transduction cascade. Formal Name: 1-(1,2-dioctanoylphosphatidyl)inositol, monosodium salt. CAS Number: 899827-36-2. Synonyms: DOPI, Phosphatidylinositol C-8. Molecular Formula: C25H46O13P . Na. Formula Weight: 608.6. Purity: >98%. Formulation: A lyophilized powder. SMILES: O=C(OC[C@H](COP(O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O)([O-])=O)OC(CCCCCCC)=O)CCCCCCC.[Na+]. InChi Code: InChI=1S/C25H47O13P.Na/c1-3-5-7-9-11-13-18(26)35-15-17(37-19(27)14-12-10-8-6-4-2)16-36-39(33,34)38-25-23(31)21(29)20(28)22(30)24(25)32,/h17,20-25,28-32H,3-16H2,1-2H3,(H,33,34),/q,+1/p-1/t17-,20-,21-,22+,23-,24-,25-,/m1./s1. InChi Key: VNDIWCAFXLOVPN-RGISUMIPSA-M. Side Chain Carbon Sum: 16:0.