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Merck

D6182

Sigma-Aldrich

DOTAP chloride

≥98% (TLC), powder

Sinónimos:

N-[1-(2,3-Dioleoyloxy)propyl]-N,N,N-trimethylammonium chloride

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About This Item

Fórmula empírica (notación de Hill):
C42H80ClNO4
Número de CAS:
Peso molecular:
698.54
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.32

Quality Level

assay

≥98% (TLC)

form

powder

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H]C(C[N+](C)(C)C)(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O.[Cl-]

InChI

1S/C42H80NO4.ClH/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-41(44)46-39-40(38-43(3,4)5)47-42(45)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2;/h20-23,40H,6-19,24-39H2,1-5H3;1H/q+1;/p-1/b22-20-,23-21-;

InChI key

KSXTUUUQYQYKCR-LQDDAWAPSA-M

Application

1,2-dioleoyloxy-3-(trimethylammonium)propane (DOTAP) chloride has been used for the preparation of cationic liposome and liposome-DNA complex. It has also been used to assess tumor necrosis factor α (TNF- α) production.
Cationic liposome-forming compound for transfection of DNA, RNA and other negatively charged molecules into eukaryotic cells. Mixing DOTAP with DNA results in spontaneously formed stable complexes that can be directly added to cell culture medium. These complexes fuse with the cell membrane and release DNA into the cytoplasm. The cells are transfected efficiently without cytotoxic effects. Use approximately 5-10 μg DOTAP per μg DNA and approximately 10-20 μg DOTAP per mL cell culture medium. The optimal working concentration and transfection time depends in part on the cell line used, and the type of material (RNA, DNA, protein) loaded.

Biochem/physiol Actions

1,2-dioleoyloxy-3-(trimethylammonium)propane (DOTAP) chloride is useful in liposome preparation, without the use of helper lipid. DOTAP chloride is soluble in dimethyl sulfoxide (DMSO) and ethanol, this defines its function as a transfection agent.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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