C6013

Cholesteryl hemisuccinate tris salt

anionic detergent

• Synonym(s): 3β-Hydroxy-5-cholestene 3-hemisuccinate, 5-Cholesten-3β-ol 3-hemisuccinate, CHEMS, CHS, Cholesteryl hydrogen succinate
• Empirical Formula (Hill Notation): C₃₁H₅₀O₄ · C₄H₁₁NO₃
• CAS Number: 102601-49-0
• Molecular Weight: 607.86
• MDL number: MFCD00058298
• UNSPSC Code: 12352211
• eCl@ss: 39023139
• PubChem Substance ID: 329775108
• NACRES: NA.77

Properties

• biological source: synthetic (organic)
• Assay: ≥98% (TLC)
• form: powder
• functional group: ester
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: 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
• InChI key: SLDYONDUXRBLLR-XTCKSVDZSA-N

Description

Application

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

Biochem/physiol Actions

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.

Preparation Note

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

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable