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850725P

Avanti

18:1 (Δ9-Cis) PE (DOPE)

Avanti Research™ - A Croda Brand

Sinónimos:

1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine; DOPE; PE(18:1(9Z)/18:1(9Z)); 110635, DOPE

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Fórmula empírica (notación de Hill):
C41H78NO8P
Número CAS:
4004-05-1
Peso molecular:
744.03
MDL number:
MFCD02259123
UNSPSC Code:
51191904
NACRES:
NA.25
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description

1,2-dioleoyl-sn-glycero-3-phosphoethanolamine

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 g (850725P-1g), pkg of 2 × 100 mg (850725P-200mg), pkg of 5 × 100 mg (850725P-500mg), pkg of 1 × 25 mg (850725P-25mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand

application(s)

advanced drug delivery

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@@](COP([O-])(OCC[NH3+])=O)(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O

InChI

1S/C41H78NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,39H,3-16,21-38,42H2,1-2H3,(H,45,46)/b19-17-,20-18-/t39-/m1/s1

InChI key

MWRBNPKJOOWZPW-NYVOMTAGSA-N

General description

1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (18:1 (Δ9-Cis) PE (DOPE)) is a neutral phospholipid and displays sensitivity towards pH change. At acidic it is an inverted hexagonal micelle and transforms to spherical micelle at alkaline pH.

Application

18:1 (Δ9-Cis) PE (DOPE) has been used in the preparation of liposome for human uncoupling protein 1 (UCP1) reconstitution and for Caenorhabditis elegans autophagy related cysteine protease protein conjugation studies. It has also been used for the generation of giant unilamellar vesicles (GUVs) for septin induced deformation studies.

Biochem/physiol Actions

1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (18:1 (Δ9-Cis) PE (DOPE)) forms a stable lipid layer and rapidly fuses with endosomal lipid bilayer. DOPE in combination with 1,2-dioleoyl-3-trimethylammonium-propane (DOTAP) has high in vitro transfection efficiency.

Packaging

20 mL Clear Glass Screw Cap Vial (850725P-1g)
5 mL Clear Glass Sealed Ampule (850725P-200mg)
5 mL Clear Glass Sealed Ampule (850725P-25mg)
5 mL Clear Glass Sealed Ampule (850725P-500mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

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Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Exploring the correlation between lipid packaging in lipoplexes and their transfection efficacy
Moghaddam B, et al.
Pharmaceutics, 3(4), 848-864 (2011)
Membrane reshaping by micrometric curvature sensitive septin filaments
Beber A, et al.
Nature Communications, 10(1), 420-420 (2019)
The role of the helper lipid on the DNA transfection efficiency of lipopolyplex formulations
Du Z, et al.
Scientific Reports, 4(2), 7107-7107 (2014)
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