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Merck

92243

Sigma-Aldrich

Cholesteryl N-(2-dimethylaminoethyl)carbamate

≥98% (TLC)

Sinónimos:

3β-{N-[2-(Dimethylamino)ethyl]carbamoyl}cholesterol, DC-Chol

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About This Item

Fórmula empírica (notación de Hill):
C32H56N2O2
Número de CAS:
Peso molecular:
500.80
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.85

assay

≥98% (TLC)

form

powder or crystals

functional group

ester

storage temp.

−20°C

SMILES string

CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4CC(CC[C@]4(C)[C@H]3CC[C@]12C)OC(=O)NCCN(C)C

InChI

1S/C32H56N2O2/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)/t23-,25?,26+,27-,28+,29+,31+,32-/m1/s1

InChI key

HIHOWBSBBDRPDW-MTIZRNOUSA-N

Categorías relacionadas

Application


  • Role of interleukin-6 in antigen-specific mucosal immunoglobulin A induction by cationic liposomes.: This study investigates the use of cholesteryl N-(2-dimethylaminoethyl)carbamate in cationic liposomes for enhancing mucosal immunoglobulin A production, highlighting its potential in vaccine development (Tada et al., 2021).

  • Nasal vaccination with pneumococcal surface protein A in combination with cationic liposomes consisting of DOTAP and DC-chol confers antigen-mediated protective immunity against Streptococcus pneumoniae infections in mice.: This research demonstrates the efficacy of cholesteryl N-(2-dimethylaminoethyl)carbamate in nasal vaccines, providing a promising strategy for respiratory infection prevention (Tada et al., 2018).


Biochem/physiol Actions

Cationic liposome, investigated in cancer gene therapy, as vaccine delivery system/adjuvant.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

hcodes

Hazard Classifications

Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Gene therapy using DC-Chol liposomes.
Goyal, K. and Huang, L.
Journal of liposome research, 5, 49-60 (1995)
Francesco Cardarelli et al.
Molecular pharmaceutics, 9(2), 334-340 (2011-12-27)
Here we investigate the cellular uptake mechanism and final intracellular fate of two cationic liposome formulations characterized by similar physicochemical properties but very different lipid composition and efficiency for intracellular delivery of DNA. The first formulation is made of cationic
Emmanuel A Ho et al.
Journal of pharmaceutical sciences, 99(6), 2839-2853 (2010-01-22)
Cationic liposomes exhibit a propensity to selectively target tumor-associated blood vessels demonstrating potential value as anti-cancer drug delivery vehicles. Their utility however, is hampered by their biological instability and rapid elimination following i.v. administration. Efforts to circumvent rapid plasma elimination
Jie Gao et al.
Biomaterials, 31(9), 2655-2664 (2009-12-29)
The development of a tumor-specific immunoliposome delivering small interfering RNA (siRNA) represents a practical way in cancer gene therapy. In this study, we developed PEGylated 3beta-[N-(N', N'-dimethylaminoethane) carbamoyl] cholesterol (DC-Chol)/dioleoylphosphatidyl ethanolamine (DOPE) immunoliposomes conjugated with the Fab' of recombinant humanized
Nagavendra Kommineni et al.
Pharmaceutics, 11(3) (2019-04-03)
Jevtana® is a micellar cabazitaxel (CBZ) solution that was approved for prostate cancer in 2010, and recently, this drug has been reported for breast cancer. The purpose of this study is to evaluate the mediated delivery of CBZ via liposomes

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