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700001 | DC-Cholesterol∙HCl

3ß-[N-(N',N'-dimethylaminoethane)-carbamoyl]cholesterol hydrochloride

DC-Cholesterol∙HCl

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Size SKU Packaging Price
25mg 700001P-25mg 700001P-25mg 1 x 25mg $147.50
200mg 700001P-200mg 700001P-200mg 1 x 200mg $402.00
500mg 700001P-500mg 700001P-500mg 1 x 500mg $785.00
1g 700001P-1g 700001P-1g 1 x 1g $1,295.10
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Info

DC-Cholesterol∙HCl

3ß-[N-(N',N'-dimethylaminoethane)-carbamoyl]cholesterol hydrochloride

3ß-[N-(N',N'-dimethylaminoethane)-carbamoyl]cholesterol hydrochloride, or DC-Cholesterol∙HCl, is a cationic cholesterol lipid derived from synthetic cholesterol and is widely recognized for its role in gene and drug delivery applications. With its quaternary amine salt at the 3-C position, this lipid enhances the formation of stable liposomes for nucleic acid transport. It forms highly efficient liposomal systems when combined with helper lipids like 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine (DOPE).

Application

Researchers widely use DC-Cholesterol∙HCl to prepare cationic liposomes for DNA and siRNA delivery. Studies show that liposomes formed with DC-Chol and DOPE allow efficient gene transfection while displaying lower cytotoxicity compared to other cationic lipids.

Additionally, DC-Cholesterol∙HCl helps with the transportation of low bioavailability therapeutics as a nanocarrier. This includes nucleic acids and small-molecule drugs via liposomal encapsulation.

Another notable characteristic of this cationic lipid is that its liposomes are internalized through macropinocytosis and clathrin-mediated endocytosis to ensure effective cellular uptake and intracellular release of therapeutic agents.

Packaging

Avanti Research™ provides DC-Cholesterol∙HCl in powder (25mg, 200mg, 500mg, and 1g) for various research applications.

Our high-purity products enable consistent results in advanced analyses.

Discover Croda Pharma’s GMP lipids for large-scale production, offering pharmaceutical-grade solutions made to comply with the highest quality and regulatory standards for both clinical and commercial applications.

Data
Hygroscopic
No
Light Sensitive
No
Molecular Formula
C32H57N2O2Cl
Percent Composition
C 71.54%, H 10.69%, Cl 6.60%, N 5.21%, O 5.96%
Purity
>98%
Stability
1 Years
Storage Temperature
-20°C
CAS Number
166023-21-8
CAS Registry Number is a Registered Trademark of the American Chemical Society
Formula Weight
537.26
Exact Mass
536.411
Solubility in Different Solvents
Soluble in DMSO at 1mg/mL, and soluble in ethanol and Chloroform:Methanol (95:5) at 5mg/mL
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References

Lou G, Anderluzzi G, Tandrup Schmidt S, Woods S, Gallorini S, Brazzoli M, Giusti F, Ferlenghi I, Johnson R, Roberts CW, O'Hagan DT, Baudner BC, Perrie Y. Delivery of self-amplifying mRNA vaccines by cationic lipid nanoparticles: The impact of cationic lipid selection. J Control Release. 2020 Jun 30:S0168-3659(20)30362-X. doi: 10.1016/j.jconrel.2020.06.027. Epub ahead of print. PMID: 32619745.

 PubMed ID: 32619745

Naciute M, Niemi V, Kemp RA, Hook S. Lipid-encapsulated oral therapeutic peptide vaccines reduce tumour growth in an orthotopic mouse model of colorectal cancer. Eur J Pharm Biopharm. 2020 Jul;152:183-192. doi: 10.1016/j.ejpb.2020.04.020. Epub 2020 May 4. PMID: 32380167.

 PubMed ID: 32380167

Yang K, Mesquita B, Horvatovich P, Salvati A. Tuning liposome composition to modulate corona formation in human serum and cellular uptake. Acta Biomater. 2020 Apr 1;106:314-327. doi: 10.1016/j.actbio.2020.02.018. Epub 2020 Feb 17. PMID: 32081780.

 PubMed ID: 32081780

Lee J, Cho YJ, Lee JW, Ahn HJ. KSP siRNA/paclitaxel-loaded PEGylated cationic liposomes for overcoming resistance to KSP inhibitors: Synergistic antitumor effects in drug-resistant ovarian cancer. J Control Release. 2020 Feb 6;321:184-197. doi: 10.1016/j.jconrel.2020.02.013. Epub ahead of print. PMID: 32035195.

 PubMed ID: 32035195

Palchetti S, Digiacomo L, Giulimondi F, Pozzi D, Peruzzi G, Ferri G, Amenitsch H, Cardarelli F, Mahmoudi M, Caracciolo G. A mechanistic explanation of the inhibitory role of the protein corona on liposomal gene expression. Biochim Biophys Acta Biomembr. 2020 Mar 1;1862(3):183159. doi: 10.1016/j.bbamem.2019.183159. Epub 2019 Dec 16. PMID: 31857070.

 PubMed ID: 31857070

Fabio Vischio, Elisabetta Fanizza, Vito De Bellis, Teresa Sibillano, Chiara Ingrosso, Cinzia Giannini, Valentino Laquintana, Nunzio Denora, Angela Agostiano, Marinella Striccoli, M. Lucia Curri, and Nicoletta Depalo. Near-Infrared Absorbing Solid Lipid Nanoparticles Encapsulating Plasmonic Copper Sulfide Nanocrystals. J. Phys. Chem. C 2019, 123, 23205−23213

Cai J, Huang S, Yi Y, Bao S. Ultrasound microbubble-mediated CRISPR/Cas9 knockout of C-erbB-2 in HEC-1A cells. J Int Med Res. 2019 May;47(5):2199-2206. doi: 10.1177/0300060519840890. Epub 2019 Apr 14.

 PubMed ID: 30983484

Kommineni N, Mahira S, Domb AJ, Khan W. Cabazitaxel-Loaded Nanocarriers for Cancer Therapy with Reduced Side Effects. Pharmaceutics. 2019 Mar 25;11(3). pii: E141. doi: 10.3390/pharmaceutics11030141.

 PubMed ID: 30934535

Byeon JC, Lee SE, Kim TH, Ahn JB, Kim DH, Choi JS, Park JS. Design of novel proliposome formulation for antioxidant peptide, glutathione with enhanced oral bioavailability and stability. Drug Deliv. 2019 Dec;26(1):216-225. doi: 10.1080/10717544.2018.1551441.

 PubMed ID: 30843439

Nassir AM, Ibrahim IAA, Md S, Waris M, Tanuja, Ain MR, Ahmad I, Shahzad N. Surface functionalized folate targeted oleuropein nano-liposomes for prostate tumor targeting: Invitro and invivo activity. Life Sci. 2019 Mar 1;220:136-146. doi: 10.1016/j.lfs.2019.01.053. Epub 2019 Jan 31.

 PubMed ID: 30710640

Loria R, Giliberti C, Bedini A, Palomba R, Caracciolo G, Ceci P, Falvo E, Marconi R, Falcioni R, Bossi G, Strigari L. Very low intensity ultrasounds as a new strategy to improve selective delivery of nanoparticles-complexes in cancer cells. J Exp Clin Cancer Res. 2019 Jan 3;38(1):1. doi: 10.1186/s13046-018-1018-6.

 PubMed ID: 30606223

Colonna, C., Conti, B., Genta, I., Alpar, O.H. (2008) Non-viral dried powders for respiratory gene delivery prepared by cationic and chitosan loaded liposomes. Int J Pharm. 364:108-18. [PubMed]

 PubMed ID: 18775770

Maitani, Y., Aso, Y., Yamada, A., Yoshioka, S. (2008) Effect of sugars on storage stability of lyophilized liposome/DNA complexes with high transfection efficiency. Int J Pharm. 356:69-75. [PubMed]

 PubMed ID: 18249511

Maitani, Y., Igarashi, S., Sato, M., Hattori, Y. (2007) Cationic liposome (DC-Chol/DOPE=1:2) and a modified ethanol injection method to prepare liposomes, increased gene expression. Int J Pharm. 342:33-9. [PubMed]

 PubMed ID: 17566677

Preferential Adsorption of l-Histidine onto DOPC/Sphingomyelin/3β-[N-(N′,N′-dimethylaminoethane)carbamoyl]cholesterol Liposomes in the Presence of Chiral Organic Acids Keishi Suga, Atsushi Tauchi, Takaaki Ishigami, Yukihiro Okamoto, and Hiroshi Umakoshi* Langmuir, Article ASAP [PubMed]

 PubMed ID: 28272888
Certificates of Analysis

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