PtdIns-(3,4,5)-P3 (1-stearoyl, 2-docosahexaenoyl) (sodium salt) || Cayman Chemical

PtdIns-(3,4,5)-P₃ (1-stearoyl, 2-docosahexaenoyl) (sodium salt) Exclusive

Cayman Chemical Item Number 9000829

PtdIns-(3,4,5)-P3 (1-stearoyl, 2-docosahexaenoyl) (sodium salt)

Description

Phosphatidyl inositol trisphosphate (PtdIns-(3,4,5)-P₃) is a membrane phospholipid that may be cleaved by phospholipase C (PLC) to produce the second messengers inositol tetrakisphosphate (IP₄) and diacylglycerol (DAG). IP₄ triggers an increase in intracellular calcium.¹ PtdIns-(3,4,5)-P₃ (1-stearoyl, 2-docosahexaenoyl) is an uncommon phospholipid having the ω-3 fatty acid docosahexaenoate (DHA) in the sn-2 position. In addition to releasing an unusual DHA-containing DAG in response to PLC, this phospholipid can serve as a source of DHA in response to phospholipases A₂ (PLA₂). Importantly, the inositol head group of PtdIns-(3,4,5)-P₃ can serve as an anchor for the binding of proteins bearing pleckstrin homology (PH) domains.^2,3

1 Lückhoff, A., and Clapham, D.E. Inositol 1,3,4,5-tetrakisphosphate activates an endothelial Ca2+-permeable channel. Nature 355 356-358 (1992).

2 Ferguson, K.M., Kavran, J.M., Sankaran, V.G., et al. Structural basis for discrimination of 3-phosphoinisitides by pleckstrin homology domains. Mol Cell 6(2) 373-384 (2000).

3 Lemmon, M.A., and Ferguson, K.M. Molecular determinants in pleckstrin homology domains that allow specific recognition of phosphoinositides. Biochem Soc Trans 29(4) 377-384 (2001).

Formal Name

1-(1-octadecanoyl)-2R-(5Z,8Z,11Z,14Z)-eicosatetraenoylphosphatidyl)inositol-3,4,5-triphosphate, tetrasodium salt

Molecular Formula

C₄₉H₈₂O₂₂P₄ · 4Na

Formula Weight

1239.0

Formulation

A lyophilized powder

Purity

98%

Stability

1 year

Storage

-20°C

Shipping

Room temperature in continental US; may vary elsewhere

SMILES

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CCCCCCCCCCCCCCCCCC(OCC(OC(CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)=O)COP([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)=O)=O

Size

Global Purchasing

50 µg 
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100 µg 
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500 µg 
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1 mg 
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