A cationic cholesterol
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DC-Chol (hydrochloride)

Item No. 16943

Technical Information
Formal Name
(3β)-cholest-5-en-3-ol 3-[N-[2-(dimethylamino)ethyl]carbamate], monohydrochloride
CAS Number
166023-21-8
Synonyms
  • Cholesteryl 3β-N-(dimethylaminoethyl)carbamate
Molecular Formula
C32H56N2O2 • HCl
Formula Weight
Purity
≥95%
A crystalline solid
DMSO: >5 mg/mlMethanol: >10 mg/ml
SMILES
CC(C)CCC[C@@H](C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](OC(NCCN(C)C)=O)CC[C@]4(C)[C@@]3([H])CC[C@@]21C.Cl
InChi Code
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
InChi Key
ISXSJGHXHUZXNF-LXZPIJOJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    DC-Chol is a cationic cholesterol derivative.1 DC-Chol, as a component of lipoplexes with 1,2-Dioleoyl-sn-glycero-3-PE (1,2-DOPE; Item No. 15091), has been used for transfection of mRNA into A549 cells without affecting cell viability. Incubation of DC-chol/1,2-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.2,3,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Michel, T., Luft, D., Abraham, M.K., et alCationic nanoliposomes meet mRNA: Efficient delivery of modified mRNA using hemocompatible and stable vectors for therapeutic applications. Mol. Ther. Nucleic Acids 8, 459-468 (2017).

    2. Gao, J., Sun, J., Li, H., et alLyophilized HER2-specific PEGylated immunoliposomes for active siRNA gene silencing. Biomaterials 31(9), 2655-2664 (2010).

    3. Zhang, R., Wang, S.B., Chen, A.Z., et alCodelivery of paclitaxel and small interfering RNA by octadecyl quaternized carboxymethyl chitosan-modified cationic liposome for combined cancer therapy. J. Biomater. Appl. 30(3), 351-360 (2015).

    4. Men, Y., Wang, X.X., Li, R.J., et alThe efficacy of mitochondrial targeting antiresistant epirubicin liposomes in treating resistant leukemia in animals. Int. J. Nanomedicine 6, 3125-3137 (2011).

    5. Xing, X., Liu, V., Xia, W., et alSafety studies of the intraperitoneal injection of E1A-liposome complex in mice. Gene Ther. 4(3), 238-243 (1997).