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CAS 245126-95-8

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1-Stearoyl-2-arachidonoyl-sn-glycero-3-phosphoinositol-4,5-bisphosphate

Description:
1-Stearoyl-2-arachidonoyl-sn-glycero-3-phosphoinositol-4,5-bisphosphate, commonly referred to as SAPI, is a phospholipid that plays a crucial role in cellular signaling and membrane dynamics. This compound features a glycerol backbone esterified with two fatty acid chains: stearic acid at the sn-1 position and arachidonic acid at the sn-2 position, along with a phosphoinositol head group that is phosphorylated at the 4 and 5 positions. The presence of the arachidonic acid moiety is significant as it can be released and converted into various signaling molecules, influencing processes such as inflammation and cell signaling pathways. SAPI is primarily found in cellular membranes, particularly in the inner leaflet of the plasma membrane, where it contributes to the formation of lipid rafts and interacts with proteins involved in signal transduction. Its unique structure and properties make it an important subject of study in biochemistry and cell biology, particularly in understanding membrane dynamics and signaling mechanisms in eukaryotic cells.
Formula:C47H85O19P3
InChI:InChI=1S/C47H85O19P3/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(49)63-39(37-61-40(48)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)38-62-69(59,60)66-45-42(50)43(51)46(64-67(53,54)55)47(44(45)52)65-68(56,57)58/h11,13,17,19,22,24,28,30,39,42-47,50-52H,3-10,12,14-16,18,20-21,23,25-27,29,31-38H2,1-2H3,(H,59,60)(H2,53,54,55)(H2,56,57,58)/b13-11-,19-17-,24-22-,30-28-/t39-,42-,43+,44+,45-,46-,47-/m1/s1
InChI key:InChIKey=CNWINRVXAYPOMW-FCNJXWMTSA-N
SMILES:O(P(=O)(O)O)[C@H]1[C@H](OP(=O)(O)O)[C@@H](O)[C@@H](O)[C@@H](OP(OC[C@H](OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)COC(CCCCCCCCCCCCCCCCC)=O)(=O)O)[C@@H]1O
Synonyms:
  • Phosphatidylinositol 4,5-bisphosphate (PIP2)
  • D-myo-Inositol, 4,5-bis(dihydrogen phosphate) 1-[(2R)-2-[[(5Z,8Z,11Z,14Z)-1-oxo-5,8,11,14-eicosatetraen-1-yl]oxy]-3-[(1-oxooctadecyl)oxy]propyl hydrogen phosphate]
  • 1-Stearoyl-2-arachidonoyl-sn-glycero-3-phosphoinositol-4,5-bisphosphate
  • D-myo-Inositol, 4,5-bis(dihydrogen phosphate) 1-[(2R)-2-[[(5Z,8Z,11Z,14Z)-1-oxo-5,8,11,14-eicosatetraenyl]oxy]-3-[(1-oxooctadecyl)oxy]propyl hydrogen phosphate]
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Found 4 products.
  • Phosphatidylinositol 4,5-bisphosphate
    Glentham
    + Info

    Phosphatidylinositol 4,5-bisphosphate

    CAS:
    Formula:C47H80O19P3
    Molecular weight:1042.05

    Ref: 7W-GE9311

    ne
    To inquire
  • Phosphatidylinositol 4,5-bisphosphate
    Targetmol
    + Info

    Phosphatidylinositol 4,5-bisphosphate

    CAS:
    Phosphatidylinositol 4,5-bisphosphate, a cell membrane phospholipid, is a PLC and PI3K substrate and a messenger.
    Formula:C47H85O19P3
    Color and Shape:Solid
    Molecular weight:1047.09

    Ref: TM-T73812

  • L-α-phosphatidylinositol-4,5-bisphosphate
    Biosynth
    + Info

    L-α-phosphatidylinositol-4,5-bisphosphate

    CAS:
    L-α-phosphatidylinositol-4,5-bisphosphate is a crucial phospholipid, acting predominantly within cellular membranes. It is primarily sourced from the phosphorylation of phosphatidylinositol by specific kinases within the phosphatidylinositol pathway. This lipid is integral to the modulation of various cellular signaling cascades, particularly interacting with proteins that contain pleckstrin homology (PH) domains, thereby influencing membrane trafficking, cytoskeletal rearrangement, and signal transduction.
    Formula:C47H85O19P3
    Purity:Min. 95%
    Molecular weight:1,047.09 g/mol

    Ref: 3D-BP182690

    ne
    To inquire
  • L-α-Phosphatidylinositol-4,5-bisphosphate
    TRC
    + Info

    L-α-Phosphatidylinositol-4,5-bisphosphate

    Controlled Product
    CAS:
    Formula:C47H85O19P3
    Color and Shape:Neat
    Molecular weight:1047.088

    Ref: TR-S245120

    25mg
    46,837.00€