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92243

Sigma-Aldrich

Cholesteryl N-(2-dimethylaminoethyl)carbamate

≥98% (TLC)

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C32H56N2O2
Numéro CAS:
137056-72-5
Poids moléculaire :
500.80
Code UNSPSC :
12352211
ID de substance PubChem :
329769879
Nomenclature NACRES :
NA.85

Niveau de qualité

100

Pureté

≥98% (TLC)

Forme

powder or crystals

Groupe fonctionnel

ester

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

HIHOWBSBBDRPDW-MTIZRNOUSA-N

Catégories apparentées

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).


Actions biochimiques/physiologiques

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

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Mentions de danger

H413

Classification des risques

Aquatic Chronic 4

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Xing et al.
Advanced drug delivery reviews, 30(1-3), 219-227 (2000-06-06)
Cationic liposomes have been used in many gene therapy approaches. The advantages of low toxicity, lack of immunological response, and easy preparation using cationic liposomes make multiple administrations possible, which may overcome the disadvantage of low transfection efficiency. Cationic liposomes
Minghan Shi et al.
Journal of nanobiotechnology, 16(1), 77-77 (2018-10-07)
Effectiveness of chemotherapy for treating glioblastoma (GBM) brain tumors is hampered by the blood-brain barrier which limits the entry into the brain of most drugs from the blood. To bypass this barrier, convection-enhanced delivery (CED) was proposed to directly inject
Dennis Christensen et al.
Expert review of vaccines, 10(4), 513-521 (2011-04-22)
The application of cationic liposomes as vaccine delivery systems and adjuvants has been investigated extensively over the last few decades. However, cationic liposomes are, in general, not sufficiently immunostimulatory, which is why the combination of liposomes with immunostimulating ligands has
Yang Zhang et al.
International journal of pharmaceutics, 390(2), 198-207 (2010-02-02)
Cationic liposomes (CLs) composed of 3beta-[N-(N',N'-dimethylaminoethane) carbamoyl] cholesterol (DC-Chol) and dioleoylphosphatidylethanolamine (DOPE) (DC-Chol/DOPE liposomes) have been classified as one of the most efficient gene delivery systems. Our study aims to examine the effect of the molar ratio of DC-Chol/DOPE, PEGylation
Rui Tada et al.
Molecular pharmaceutics, 15(9), 4226-4234 (2018-08-16)
Infections remain a major threat to human lives. To overcome the threat caused by pathogens, mucosal vaccines are considered a promising strategy. However, no inactivated and/or subunit mucosal vaccine has been approved for human use, largely because of the lack
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