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Key Documents

92243

Sigma-Aldrich

Cholesteryl N-(2-dimethylaminoethyl)carbamate

≥98% (TLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C32H56N2O2
CAS Number:
Molecular Weight:
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

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


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Xin-Long Ma et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 93, 238-244 (2017-06-24)
This study aimed at exploring the effect of microRNA-129-5p (miR-129-5p) targeting high mobility group box-1 (HMGB1)-receptor for advanced glycation end-products (RAGE) signaling pathway on the revascularization in a collagenase-induced intracerebral hemorrhage (ICH) rat model. OX26-pGFAP-IL, an immunoliposome expressing miR-129-5p was
Zhenyu Zhong et al.
Nature communications, 4, 1611-1611 (2013-03-21)
Exposure to particulate crystals can induce oxidative stress in phagocytes, which triggers NLRP3 inflammasome-mediated interleukin-1β secretion to initiate undesirable inflammatory responses that are associated with both autoinflammatory and metabolic diseases. Although mitochondrial reactive oxygen species have a central role in
Mónica Muñoz-Ubeda et al.
Biomacromolecules, 11(12), 3332-3340 (2010-11-10)
Lipoplexes constituted by calf-thymus DNA (CT-DNA) and mixed cationic liposomes consisting of varying proportions of the cationic lipid 3β-[N-(N',N'-dimethylaminoethane)-carbamoyl]cholesterol hydrochloride (DC-Chol) and the zwitterionic lipid, 1,2-dioleoyl-sn-glycero-3-phosphoetanolamine (DOPE) have been analyzed by means of electrophoretic mobility, SAXS, and fluorescence anisotropy experiments
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

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