Cholest-5-ene-3-thiol,(3b)-

Cholest-5-ene-3-thiol,(3b)- Structure
Cholest-5-ene-3-thiol,(3b)- structure
Common Name Cholest-5-ene-3-thiol,(3b)-
CAS Number 1249-81-6 Molecular Weight 402.71900
Density 0.98g/cm3 Boiling Point 482.4ºC at 760mmHg
Molecular Formula C27H46S Melting Point 97-99ºC(lit.)
MSDS Chinese USA Flash Point 224ºC

The hedgehog receptor patched is involved in cholesterol transport.

PLoS ONE 6 , e23834, (2011)

Sonic hedgehog (Shh) signaling plays a crucial role in growth and patterning during embryonic development, and also in stem cell maintenance and tissue regeneration in adults. Aberrant Shh pathway activation is involved in the development of many tumors, and ...

Poly(amidoamine) conjugates with disulfide-linked cholesterol pendants self-assembling into redox-sensitive nanoparticles.

Biomacromolecules 9(10) , 2693-704, (2008)

Poly(amidoamine) (PAA) networks that are obtained by the use of cystamine as a cross-linking agent in the reaction with 2,2'-dithiodipyridine turn into linear PAAs with dithiopyridyl side groups that easily undergo an exchange reaction with thiocholesterol. T...

Effect of the nature of the spacer on gene transfer efficacies of novel thiocholesterol derived gemini lipids in different cell lines: a structure-activity investigation.

J. Med. Chem. 51(8) , 2533-40, (2008)

A structure-activity investigation was undertaken to see the effect of the nature of the spacer on the gene transfection efficacies of thiocholesterol-derived cationic gemini lipids possessing disulfide linkage between the cationic headgroup and the thiochole...

Thiocholesterol-based lipids for ordered assembly of bioresponsive gene carriers.

Mol. Ther. 11(3) , 409-17, (2005)

A series of thiocholesterol-based cationic lipids (TCL) has been designed and synthesized by the attachment of thiocholesterol to a cationic amine via a disulfide bond. TCL can be incorporated into liposomes and used to package DNA into a lipoplex, thereby pr...

Enhanced hepatic uptake and bioactivity of type alpha1(I) collagen gene promoter-specific triplex-forming oligonucleotides after conjugation with cholesterol.

J. Pharmacol. Exp. Ther. 317(2) , 797-805, (2006)

A triplex-forming oligonucleotide (TFO) specific for type alpha1(I) collagen promoter is a promising candidate for treating liver fibrosis. Earlier, we determined the pharmacokinetics and biodistribution of TFO after systemic administration into normal and fi...

Effective incorporation of 2'-O-methyl-oligoribonucleotides into liposomes and enhanced cell association through modification with thiocholesterol.

Nucleic Acids Res. 20(3) , 533-8, (1992)

Cholesterol was linked to 2'-O-methyl-oligoribonucleotides (2'-OMe-RNA) via a disulfide bond by reacting the 3'-(pyridyldithio)-modified 2'-OMe-RNA with thiocholesterol in dichloromethane-methanol solution. This ligation reaction was made possible by a novel ...

Synthesis and anti-HIV activity of thiocholesteryl-coupled phosphodiester antisense oligonucleotides incorporated into immunoliposomes.

Antiviral Res. 25(1) , 13-25, (1994)

Encapsulation of oligonucleotides in antibody-targeted liposomes (immunoliposomes) which bind to target cells permits intracellular delivery of the oligonucleotides. This approach circumvents problems of extracellular degradation by nucleases and poor membran...

Human plasma lecithin:cholesterol acyltransferase. On the substrate efficiency of cholest-5-ene-3 beta-thiol as a fatty acyl acceptor.

Biochim. Biophys. Acta 1258(2) , 101-6, (1995)

Lecithin:cholesterol acyltransferase (LCAT) is a plasma enzyme which catalyses cholesteryl ester formation from lecithin and cholesterol present in the surface of plasma lipoproteins. Sterol fatty acid acceptors have previously been shown to require the prese...

The rapid transbilayer movement of thiocholesterol in small unilamellar phospholipid vesicles.

Biochim. Biophys. Acta 644(2) , 373-5, (1981)

Cholesterol is a major component of biological membranes, yet there is very little information concerning its distribution across the membrane. Recent experiments in our laboratory, using cholesterol oxidase, have demonstrated that cholesterol can undergo a r...

S-methyl derivatives from thiol compounds by the pyrolytic reaction with trimethylsulfonium hydroxide.

Lipids 33(10) , 1037-41, (1998)

Base-catalyzed transesterification of acyl lipids with methanol in the presence of trimethylsulfonium hydroxide (TMSH) is an easy and convenient method for the preparation of fatty acid methyl esters for gas chromatography (GC) analyses. Free fatty acids are ...