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Merck

850149P

Avanti

18:1 PI

Avanti Research - A Croda Brand

Synonyme(s) :

1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoinositol (ammonium salt); DOPI; PI(18:1(9Z)/18:1(9Z)); 110659

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A propos de cet article

Formule empirique (notation de Hill) :
C45H86NO13P
Numéro CAS:
Poids moléculaire :
880.14
UNSPSC Code:
51191904
NACRES:
NA.25
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description

1,2-dioleoyl-sn-glycero-3-phospho-(1′-myo-inositol) (ammonium salt)

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 100 μg (with stopper and crimp cap (850149P-100ug)), pkg of 1 × 500 μg (with stopper and crimp cap (850149P-500ug))

manufacturer/tradename

Avanti Research - A Croda Brand

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@@](COP([O-])(O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O)=O)(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O.[NH4+]

InChI

1S/C45H83O13P.H3N/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(46)55-35-37(36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52)57-39(47)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;/h17-20,37,40-45,48-52H,3-16,21-36H2,1-2H3,(H,53,54);1H3/b19-17-,

InChI key

BNQXGMKDXNGGJW-LLKFNFROSA-N

General description

Phosphatidylinositol (PI) is a phospholipid which accounts for 10% of the lipid in the cells of eukaryotes. 18:1 PI (1,2-dioleoyl-sn-glycero-3-phospho-(1′-myo-inositol)/ DOPI) is an anionic phospholipid.
Inositol phospholipid species are membrane-bound signaling molecules that have been implicated in almost all aspects of cellular physiology, including cellular growth, metabolism, proliferation, and survival.

Application

18:1 PI (1,2-dioleoyl-sn-glycero-3-phospho-(1′-myo-inositol)/ DOPI) has been used to prepare lipid mix giant unilamellar vesicles (LM-GUVs).

Biochem/physiol Actions

Phosphatidylinositol (PI) can serve as a precursor for inositol phosphates, that are soluble in water. 18:1 PI (1,2-dioleoyl-sn-glycero-3-phospho-(1′-myo-inositol)/ DOPI) may serve as a substrate for lysosomal phospholipase A2 (LPLA2) and can promote LPLA2 activity.

Packaging

2 mL Amber Serum Vial with Stopper and Crimp Cap (850149P-100ug)
2 mL Amber Serum Vial with Stopper and Crimp Cap (850149P-500ug)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC


Classe de stockage

11 - Combustible Solids



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Consulter la Bibliothèque de documents



Inositol Phosphate Metabolism
Cellular and Molecular Mechanisms of Inflammation, 153-174 (1992)
Akira Abe et al.
Journal of lipid research, 50(10), 2027-2035 (2009-03-27)
Lysosomal phospholipase A2 (LPLA2) is characterized by increased activity toward zwitterionic phospholipid liposomes containing negatively charged lipids under acidic conditions. The effect of anionic lipids on LPLA2 activity was investigated. Mouse LPLA2 activity was assayed as C2-ceramide transacylation. Sulfatide incorporated
Betsy B McIntosh et al.
Current biology : CB, 28(2), 236-248 (2018-01-18)
Microtubule and actin filament molecular motors such as kinesin-1 and myosin-Ic (Myo1c) transport and remodel membrane-bound vesicles; however, it is unclear how they coordinate to accomplish these tasks. We introduced kinesin-1- and Myo1c-bound giant unilamellar vesicles (GUVs) into a micropatterned