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Merck

C6013

Sigma-Aldrich

Cholesteryl hemisuccinate tris salt

anionic detergent

Sinónimos:

3β-Hydroxy-5-cholestene 3-hemisuccinate, 5-Cholesten-3β-ol 3-hemisuccinate, CHEMS, CHS, Cholesteryl hydrogen succinate

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About This Item

Fórmula empírica (notación de Hill):
C31H50O4 · C4H11NO3
Número de CAS:
Peso molecular:
607.86
Número MDL:
Código UNSPSC:
12352211
eCl@ss:
39023139
ID de la sustancia en PubChem:
NACRES:
NA.77

origen biológico

synthetic (organic)

Nivel de calidad

Ensayo

≥98% (TLC)

Formulario

powder

grupo funcional

ester

Condiciones de envío

ambient

temp. de almacenamiento

−20°C

cadena SMILES

NC(CO)(CO)CO.CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)OC(=O)CCC(O)=O

InChI

1S/C31H50O4.C4H11NO3/c1-20(2)7-6-8-21(3)25-11-12-26-24-10-9-22-19-23(35-29(34)14-13-28(32)33)15-17-30(22,4)27(24)16-18-31(25,26)5;5-4(1-6,2-7)3-8/h9,20-21,23-27H,6-8,10-19H2,1-5H3,(H,32,33);6-8H,1-3,5H2/t21-,23+,24+,25-,26+,27+,30+,31-;/m1./s1

Clave InChI

SLDYONDUXRBLLR-XTCKSVDZSA-N

Aplicación

Cholesteryl hemisuccinate tris salt has been used:
  • to prepare solubilization buffer for glucan synthase assay
  • to prepare immunoprecipitation buffer for immobilization of opioid receptors on paramagnetic beads.
  • as a membrane stabilizer for liposomes and protein synaptogyrin-1
  • as a component of a folate-modified self-microemulsifying drug delivery system.
  • with N-dodecyl β-D-maltoside (DDM) to solubilize erythrocyte ghosts and chemokine receptor CCR1
  • for protein solubilization

Acciones bioquímicas o fisiológicas

Cholesteryl hemisuccinate is an ionizable anionic detergent that stabilizes large unilamellar vesicles. These liposome vesicles act as delivery agents for anticancer drugs, oligonucleotides and antibiotics. Cholesteryl succinate also reportedly exhibits antiproliferative activity and may be clinically useful as antitumor agent.

Nota de preparación

Cholesteryl hemisuccinate tris salt yields clear, colorless solution in methanol at 10 mg/ml.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


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Cholesteryl hemisuccinate as a membrane stabilizer in dipalmitoylphosphatidylcholine liposomes containing saikosaponin-d.
Ding, W.X., et al.
International Journal of Pharmaceutics, 300, 37-47 (2005)
Sérgio Simões et al.
Advanced drug delivery reviews, 56(7), 947-965 (2004-04-07)
Strategies used to enhance liposome-mediated drug delivery in vivo include the enhancement of stability and circulation time in the bloodstream, targeting to specific tissues or cells, and facilitation of intracytoplasmic delivery. pH-sensitive liposomes have been developed to mediate the introduction
Megan L Grove et al.
PloS one, 8(7), e68095-e68095 (2013-07-23)
Genotyping arrays are a cost effective approach when typing previously-identified genetic polymorphisms in large numbers of samples. One limitation of genotyping arrays with rare variants (e.g., minor allele frequency [MAF] <0.01) is the difficulty that automated clustering algorithms have to
Magdalena Grodecka et al.
Glycoconjugate journal, 29(2-3), 93-105 (2012-01-17)
Duffy antigen/receptor for chemokines (DARC) is a glycosylated seven-transmembrane protein acting as a blood group antigen, a chemokine binding protein and a receptor for Plasmodium vivax malaria parasite. It is present on erythrocytes and endothelial cells of postcapillary venules. The
Tomoko Ohno et al.
Ocular immunology and inflammation, 27(5), 699-705 (2018-11-06)
Purpose: To investigate whether variants in the ARMC9 gene encoding KU-MEL-1 are associated with Vogt-Koyanagi-Harada (VKH) disease in a Japanese population. Methods: We recruited 380 Japanese patients with VKH disease and 744 Japanese healthy controls to genotype seven single-nucleotide polymorphisms

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