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D6182

Sigma-Aldrich

DOTAP chloride

≥98% (TLC), powder

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C42H80ClNO4
Numéro CAS:
Poids moléculaire :
698.54
Numéro MDL:
Code UNSPSC :
12352211
ID de substance PubChem :
Nomenclature NACRES :
NA.32

Niveau de qualité

Pureté

≥98% (TLC)

Forme

powder

Conditions d'expédition

dry ice

Température de stockage

−20°C

Chaîne SMILES 

[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-;

Clé InChI

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.

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

A simplified direct lipid mixing lipoplex preparation: Comparison of liposomal-, dimethylsulfoxide-, and ethanol-based methods
Meisel JW and Gokel GW
Scientific Reports, 6, 27662-27662 (2016)
Ju-mei Zhao et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 22(12), 4272-4280 (2008-08-22)
The matrix (M) protein of vesicular stomatitis virus (VSV) plays a key role in inducing cell apoptosis during infection. To investigate whether M protein-mediated apoptosis could be used in cancer therapy, its cDNA was amplified and cloned into eukaryotic expression
A novel strategy for tumour therapy combining cell apoptosis and active immunity induced by caspy2, a zebrafish caspase
Liu L, et al.
Journal of Cellular and Molecular Medicine, 13(8b), 2271-2281 (2009)
Structurally distinct phosphatases CD45 and CD148 both regulate B cell and macrophage immunoreceptor signaling
Zhu JW, et al.
Immunity, 28(2), 183-196 (2008)

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