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

Names

[ CAS No. ]:
1249-81-6

[ Name ]:
Cholest-5-ene-3-thiol,(3b)-

[Synonym ]:
EINECS 215-003-4
Cholest-5-ene-3b-thiol
3-thiocholesterol
MFCD00003647
5-CHOLESTEN-3ALPHA-THIOL
THIOCHOLESTEROL SEALED AMPULE
THIOCHOLESTEROL
Cholesteryl mercaptan
cholest-5-ene-3beta-thiol

Biological Activity

[Description]:

Thiocholesterol is a member of the class of cholesteric liquid crystals (CLCs) that can be used to synthesis cationic lipid. Thiocholesterol is a stronger stabilizer of silver nanoparticles (SNPs). Thiocholesterol can be used for plasma membrane research and drug delivery[1][2].

[Related Catalog]:

Research Areas >> Others

[References]

[1]. Huang Z, et al. Thiocholesterol-based lipids for ordered assembly of bioresponsive gene carriers. Mol Ther. 2005 Mar;11(3):409-17.  

[2]. Ya. A. Gromova, et al. Adsorption Properties of Hybrid Metal–Mesogenic Silver–Cholesterol and Silver–Thiocholesterol Nanosystems. PHYSICAL CHEMISTRY OF NANOCLUSTERS AND NANOMATERIALS. 2019.

Chemical & Physical Properties

[ Density]:
0.98g/cm3

[ Boiling Point ]:
482.4ºC at 760mmHg

[ Melting Point ]:
97-99ºC(lit.)

[ Molecular Formula ]:
C27H46S

[ Molecular Weight ]:
402.71900

[ Flash Point ]:
224ºC

[ Exact Mass ]:
402.33200

[ PSA ]:
38.80000

[ LogP ]:
8.32620

[ Vapour Pressure ]:
5.38E-09mmHg at 25°C

[ Index of Refraction ]:
1.53

MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Articles

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 act...

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 ...

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 disulfi...


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Related Compounds