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850149P

Avanti

18:1 PI

Avanti Research™ - A Croda Brand

Synonym(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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About This Item

Empirical Formula (Hill Notation):
C45H86NO13P
CAS Number:
799268-53-4
Molecular Weight:
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

Storage Class

11 - Combustible Solids

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Inositol Phosphate Metabolism
Cellular and Molecular Mechanisms of Inflammation, 153-174 (1992)
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
Michael Margolis et al.
Biochimie, 108, 133-139 (2014-12-03)
Obesity, an established risk factor for breast cancer (BC), is associated with systemic inflammation. The breast contains adipose tissue (bAT), yet whether it plays a role in BC progression in obese females is being intensively studied. There is scarce knowledge
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Global Trade Item Number

SKUGTIN
850149P-1G04061838672872
850149P-100UG04061835229512
850149P-500UG04061835229529