MilliporeSigma
All Photos(3)

Documents

C6013

Sigma-Aldrich

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:
Molecular Weight:
607.86
MDL number:
eCl@ss:
39023139
PubChem Substance ID:
NACRES:
NA.77

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

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
C0289C9253C2800
Cholesteryl linoleate ≥98% (HPLC; detection at 205 nm)

Sigma-Aldrich

C0289

Cholesteryl linoleate

Cholesteryl oleate ≥98% (HPLC; detection at 205 nm)

Sigma-Aldrich

C9253

Cholesteryl oleate

assay

≥98% (TLC)

assay

≥98% (HPLC; detection at 205 nm)

assay

≥98% (HPLC; detection at 205 nm)

assay

≥98% (HPLC; detection at 258 nm)

form

powder

form

powder

form

powder

form

crystalline powder

functional group

ester

functional group

ester

functional group

ester

functional group

ester

shipped in

ambient

shipped in

ambient

shipped in

ambient

shipped in

ambient

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

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.

Storage Class Code

11 - Combustible Solids

WGK

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’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Customers Also Viewed

Slide 1 of 5

1 of 5

CHAPS hydrate ≥98% (HPLC)

Sigma-Aldrich

C3023

CHAPS hydrate

Cholesterol Sigma Grade, ≥99%

Sigma-Aldrich

C8667

Cholesterol

Digitonin Used as non-ionic detergent

Sigma-Aldrich

D141

Digitonin

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
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)
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
Samantha J Allen et al.
Protein expression and purification, 66(1), 73-81 (2009-03-12)
Chemokine receptors are a specific class of G-protein-coupled receptors (GPCRs) that control cell migration associated with routine immune surveillance, inflammation and development. In addition to their roles in normal physiology, these receptors and their ligands are involved in a large

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service