| Identification | Back Directory | [Name]
DC-CHOL | [CAS]
166023-21-8 | [Synonyms]
DC-CHO
DC-CHOL
DC-CHOLESTEROL
DC-Cholesterol.HCl
DC-Chol (hydrochloride)
Cholesteryl 3β-N-(dimethylaminoethyl)carbamate
cholesteryl 3B-(N-(dimethylaminoethyl)*carbamate)
3β-[n-(dimethylaminoethane) carbamoyl] cholesterol
Cholesteryl 3β-N-(di-methyl-amino-ethyl)-carbamate
3-(N-(N',N'-dimethylaminoethane)carbamoyl)cholesterol
cholesteryl 3beta-N-(dimethylaminomethyl)carbamate HCl
3β-[N-(Dimethylaminoethane)carbamoyl]cholesterol, DC-Chol
CHOLESTERYL N-[DIMETHYL-AMINOETHYL]CARBAMATE HYDROCHLORIDE
O-[(N,N-Dimethylaminoethyl)-carbamoyl]cholesterol hydrochloride
cholesteryl 3β-n-(di methyl amino ethyl)carbamate hydrochloride
Cholesteryl 3beta-N-(di-methyl-amino-ethyl)-carbamate hydrochloride
(3S,8S,9S,10R,13R,14S,17R)-10,13-Dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl (2-(dimethylamino)ethyl)carbamate hydrochloride | [Molecular Formula]
C29H51ClN2O2 | [MDL Number]
MFCD00467173 | [MOL File]
166023-21-8.mol | [Molecular Weight]
495.18 |
| Chemical Properties | Back Directory | [storage temp. ]
-20°C | [solubility ]
DMSO: > 5mg/mL; Methanol: > 10 mg/mL | [form ]
A crystalline solid | [color ]
White to light yellow | [InChIKey]
ISXSJGHXHUZXNF-JSYXOEMKNA-N | [SMILES]
C[C@]12CC[C@@H](CC1=CC[C@@]1([H])[C@]3([H])CC[C@@]([H])([C@]3(CC[C@@]12[H])C)[C@H](C)CCCC(C)C)OC(=O)NCCN(C)C.Cl |&1:1,4,9,11,15,17,20,23,r| |
| Hazard Information | Back Directory | [Description]
DC-Chol is a cationic cholesterol derivative. DC-Chol, as a component of lipoplexes with DOPE , has been used for transfection of mRNA into A549 cells without affecting cell viability. Incubation of DC-chol/DOPE liposomes or lipoplexes with human whole blood has no effect on neutrophil elastase or β-thromboglobulin levels or the number of platelets and red and white blood cells, indicating hemocompatibility. DC-Chol has also been widely used in the synthesis of liposomes for the delivery of siRNA, DNA, and chemotherapeutic agents into cells and mice. | [Uses]
DC-Cholesterol HCl is suitable:
- for the preparation of ultrasound cationic microbubbles
- to prepare liposomes
- for the preparation of L-glutathione (GSH), loaded proliposomes
| [Uses]
This cationic cholesterol derivative forms liposomes with L-α-phosphatidylethanolamine, dioleoyl, that efficiently transfect mammalian cell lines. | [General Description]
DC-Cholesterol HCl is a sterol-based transfection reagent. | [Biochem/physiol Actions]
DC-Cholesterol is an effective transfection agent and a liposome reagent. Liposome of DC-Cholesterol with dioleoylphosphatidylethanolamine (DOPE) are efficient for DNA transfection. It imparts positive surface charge to the microbubbles for ultra sound based transfection of clustered regularly interspaced short palindromic repeats (CRISPRs). | [storage]
Store at -20°C | [References]
[1] TATJANA MICHEL. Cationic Nanoliposomes Meet mRNA: Efficient Delivery of Modified mRNA Using Hemocompatible and Stable Vectors for Therapeutic Applications.[J]. Molecular Therapy. Nucleic Acids, 2017, 8: 459-468. DOI: 10.1016/j.omtn.2017.07.013
[2] JIE GAO . Lyophilized HER2-specific PEGylated immunoliposomes for active siRNA gene silencing[J]. Biomaterials, 2010, 31 9: Pages 2655-2664. DOI: 10.1016/j.biomaterials.2009.11.112
[3] RAN ZHANG. Codelivery of paclitaxel and small interfering RNA by octadecyl quaternized carboxymethyl chitosan-modified cationic liposome for combined cancer therapy.[J]. Journal of Biomaterials Applications, 2015, 30 3: 351-360. DOI: 10.1177/0885328215579297
[4] YING MEN. The efficacy of mitochondrial targeting antiresistant epirubicin liposomes in treating resistant leukemia in animals.[J]. International Journal of Nanomedicine, 2011: 3125-3137. DOI: 10.2147/ijn.s24847
[5] X XING. Safety studies of the intraperitoneal injection of E1A–liposome complex in mice[J]. Gene Therapy, 1997, 4 3: 238-243. DOI: 10.1038/sj.gt.3300376 |
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