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Merck
CN

C2832

Cholesteryl 3β-N-(di­methyl­amino­ethyl)­carbamate hydrochloride

≥95%, Cholesterol derivative, powder

Synonym(s):

3β-[N-(Dimethylaminoethane)­carbamoyl]­cholesterol, DC-Chol

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About This Item

Empirical Formula (Hill Notation):
C32H57ClN2O2
CAS Number:
166023-21-8
Molecular Weight:
537.26
UNSPSC Code:
12352200
PubChem Substance ID:
24892536
NACRES:
NA.77
MDL number:
MFCD00467173

Key Documents

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Product Name

Cholesteryl 3β-N-(di­methyl­amino­ethyl)­carbamate hydrochloride, ≥95%

SMILES string

Cl[H].[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)OC(=O)NCCN(C)C)[C@H](C)CCCC(C)C

InChI key

ISXSJGHXHUZXNF-LXZPIJOJSA-N

InChI

1S/C32H56N2O2.ClH/c1-22(2)9-8-10-23(3)27-13-14-28-26-12-11-24-21-25(36-30(35)33-19-20-34(6)7)15-17-31(24,4)29(26)16-18-32(27,28)5;/h11,22-23,25-29H,8-10,12-21H2,1-7H3,(H,33,35);1H/t23-,25+,26+,27-,28+,29+,31+,32-;/m1./s1

assay

≥95%

form

powder

storage temp.

−20°C

Quality Level

200

Related Categories

Application

Cholesteryl 3β-N-(di­methyl­amino­ethyl)­carbamate hydrochloride has been used as a bilayer-membrane stabiliser and for nucleic acid transfer.
This cationic cholesterol derivative forms liposomes with L-α-phosphatidylethanolamine, dioleoyl, that efficiently transfect mammalian cell lines.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000522652
0000521712
0000521712
0000522652
0000497148

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Gene Targeting Protocols (2000)
M J Campbell
BioTechniques, 18(6), 1027-1032 (1995-06-01)
Cationic liposomes are being utilized for the delivery of DNA into mammalian cells both in vitro and in vivo. In this report, we describe a rapid, simple injection method for the preparation of cationic liposomes that requires no special equipment.
S Szala et al.
Gene therapy, 3(11), 1026-1031 (1996-11-01)
An attempt was made to use simple cationic liposomes DC-Chol/DOPE and DDAB/DOPE (DC-Chol is 3 beta (N(N',N-dimethylaminoethane) carbamoyl) cholesterol, DDAB is dimethyldioctadecyl ammonium bromide and DOPE is dioleoylphosphatidylethanolamine) for transfer of Escherichia coli cytosine deaminase 'suicide' gene under the control
P S Ajmani et al.
Neurochemical research, 24(5), 699-703 (1999-05-27)
Cationic lipid formulations consisting of 3beta [N-(N', N'-dimethylaminoethane)-carbamoyl] cholesterol (DC-Chol) and the helper lipid dioleoylphosphatidylethanolamine (DOPE) (1.5: 1 molar ratio) were prepared by solvent evaporation and sized by high pressure extrusion. Liposomes made of 1:1 molar ratio 1 ,2-dioleoyl-3-trimethyl-ammonium-propane (DOTAP)/DOPE
N J Caplen et al.
Gene therapy, 2(9), 603-613 (1995-11-01)
Clinical trials using cationic liposome-mediated DNA transfer have now been initiated for several disorders including cystic fibrosis. Previous studies have shown that the level of gene expression achieved may be dependent on the formulation of the DNA-liposome complex and the
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